SCOPUS 정보 검색 플랫폼

Organic Letters

Volumn 6, Issue 6, 2004, Pages 1037-1040

Synthesis of 3-iodoindoles by electrophilic cyclization of N,N-dialkyl-2-(1-alkynyl)anilines

(2) Yue, Dawei a Larock, Richard C a

a IOWA STATE UNIVERSITY (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3 IODOINDOLE DERIVATIVE; ALKYNE DERIVATIVE; ANILINE DERIVATIVE; COPPER; INDOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CROSS REACTION; CYCLIZATION; DRUG SYNTHESIS; SUBSTITUTION REACTION;

ALKYNES; ANILINE COMPOUNDS; CATALYSIS; COPPER; CYCLIZATION; INDOLES; MOLECULAR STRUCTURE; PALLADIUM;

EID: 1642445402 PISSN: 15237060 EISSN: None Source Type: Journal
DOI: 10.1021/ol0498996 Document Type: Article

Times cited : (223)

References (60)

1
- 0036241820
- (a) McKay, M. J.; Carroll, A. R.; Quinn, R. J.; Hooper, J. N. A. J. Nat. Prod. 2002, 65, 595.
- (2002) J. Nat. Prod. , vol.65 , pp. 595
- McKay, M.J.¹ Carroll, A.R.² Quinn, R.J.³ Hooper, J.N.A.⁴

2
- 1642541950
- (b) Verpoorte, R. Alkaloids 1998, 397-433.
- (1998) Alkaloids , pp. 397-433
- Verpoorte, R.¹

3
- 84982110351
- (c) Sundberg, R. J. Prog. Heterocycl. Chem. 1989, 1, 111.
- (1989) Prog. Heterocycl. Chem. , vol.1 , pp. 111
- Sundberg, R.J.¹

4
- 1642541949
- (d) Saxon, J. E. Nat. Prod. Rep. 1986, 3, 357. Saxon, J. E. Nat. Prod. Rep. 1987, 4, 591. Saxon, J. E. Nat. Prod. Rep. 1989, 6, 1.
- (1986) Nat. Prod. Rep. , vol.3 , pp. 357
- Saxon, J.E.¹

5
- 77956820342
- (d) Saxon, J. E. Nat. Prod. Rep. 1986, 3, 357. Saxon, J. E. Nat. Prod. Rep. 1987, 4, 591. Saxon, J. E. Nat. Prod. Rep. 1989, 6, 1.
- (1987) Nat. Prod. Rep. , vol.4 , pp. 591
- Saxon, J.E.¹

6
- 1642419114
- (d) Saxon, J. E. Nat. Prod. Rep. 1986, 3, 357. Saxon, J. E. Nat. Prod. Rep. 1987, 4, 591. Saxon, J. E. Nat. Prod. Rep. 1989, 6, 1.
- (1989) Nat. Prod. Rep. , vol.6 , pp. 1
- Saxon, J.E.¹

7
- 1642419113
- Indoles
- Academic Press: San Diego
- (e) Sundberg, R. J. Indoles. In Best Synthetic Methods; Academic Press: San Diego, 1996.
- (1996) Best Synthetic Methods
- Sundberg, R.J.¹

8
- 0034615797
- (f) Gribble, G. W. J. Chem. Soc., Perkin Trans. 1 2000, 1045.
- (2000) J. Chem. Soc., Perkin Trans. 1 , pp. 1045
- Gribble, G.W.¹

9
- 0004279068
- J. Wiley: New York
- (a) Manske, R. H. F. The Alkaloids; J. Wiley: New York, 1959-1979; Vols. 1-17.
- (1959) The Alkaloids , vol.1-17
- Manske, R.H.F.¹

10
- 1642419111
- Springer: Berlin, Germany
- (b) Hesse, M. Indolalkaloids in Tabellin; Springer: Berlin, Germany, 1964.
- (1964) Indolalkaloids in Tabellin
- Hesse, M.¹

11
- 0004180584
- Plenum Press: New York
- (c) Glasby, J. S. Encyclopedia of Alkaloids; Plenum Press: New York, 1975.
- (1975) Encyclopedia of Alkaloids
- Glasby, J.S.¹

12
- 0019184794
- Horwell, D. C. Tetrahedron 1980, 36, 3123.
- (1980) Tetrahedron , vol.36 , pp. 3123
- Horwell, D.C.¹

13
- 0018388614
- (a) Mangeney, P.; Andreanmialisoa, R.; Langlois, Y. J. Am. Chem. Soc. 1979, 101, 2243.
- (1979) J. Am. Chem. Soc. , vol.101 , pp. 2243
- Mangeney, P.¹ Andreanmialisoa, R.² Langlois, Y.³

14
- 0024336331
- (b) Iyengar, B. S.; Remers, W. A.; Catino, J. J. J. Med. Chem. 1989, 32, 1866.
- (1989) J. Med. Chem. , vol.32 , pp. 1866
- Iyengar, B.S.¹ Remers, W.A.² Catino, J.J.³

15
- 37049108668
- (a) Oikawa, Y.; Yonemitsu. J. Chem. Soc., Perkin Trans. 1 1976, 1479.
- (1976) J. Chem. Soc., Perkin Trans. 1 , pp. 1479
- Oikawa, Y.¹ Yonemitsu²

16
- 1642501111
- (b) Tokuyama, H.; Fukuyama, T. Kagaku Kogyo 2001, 52, 416.
- (2001) Kagaku Kogyo , vol.52 , pp. 416
- Tokuyama, H.¹ Fukuyama, T.²

17
- 0034932097
- (c) Xiong, W. N.; Yang, C. G.; Jiang, B. Bioorg. Med. Chem. 2001, 9, 1773.
- (2001) Bioorg. Med. Chem. , vol.9 , pp. 1773
- Xiong, W.N.¹ Yang, C.G.² Jiang, B.³

18
- 0000428035
- (a) Larock, R. C.; Yum, E. K. J. Am. Chem. Soc. 1991, 113, 6689.
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 6689
- Larock, R.C.¹ Yum, E.K.²

19
- 33744870975
- (b) Larock, R. C.; Yum, E. K.; Refvik, M. D. J. Org. Chem. 1998, 63, 7652.
- (1998) J. Org. Chem. , vol.63 , pp. 7652
- Larock, R.C.¹ Yum, E.K.² Refvik, M.D.³

20
- 0028118842
- (c) Arcadi, A.; Cacchi, S.; Carnicelli, V.; Marinelli, F. Tetrahedron 1994, 50, 437.
- (1994) Tetrahedron , vol.50 , pp. 437
- Arcadi, A.¹ Cacchi, S.² Carnicelli, V.³ Marinelli, F.⁴

21
- 0032953559
- (d) Cacchi, S.; Fabrizi, G.; Pace, P.; Marinelli, F. Synlett 1999, 5, 620.
- (1999) Synlett , vol.5 , pp. 620
- Cacchi, S.¹ Fabrizi, G.² Pace, P.³ Marinelli, F.⁴

22
- 0032771282
- (e) Arcadi, A.; Cacchi, S.; Fabrizi, G.; Moro, L. Eur. J. Org. Chem. 1999, 64, 1137.
- (1999) Eur. J. Org. Chem. , vol.64 , pp. 1137
- Arcadi, A.¹ Cacchi, S.² Fabrizi, G.³ Moro, L.⁴

23
- 0034679471
- (f) Rodriguez, A. L.; Koradin, C.; Dohle, W.; Knochel, P. Angew. Chem., Int. Ed. Engl. 2000, 39, 2488.
- (2000) Angew. Chem., Int. Ed. Engl. , vol.39 , pp. 2488
- Rodriguez, A.L.¹ Koradin, C.² Dohle, W.³ Knochel, P.⁴

24
- 0001075641
- (g) Larock, R. C. J. Organomet. Chem. 1999, 576, 111.
- (1999) J. Organomet. Chem. , vol.576 , pp. 111
- Larock, R.C.¹

25
- 0034647204
- (h) Takeda, A.; Kamijo, S.; Yamamoto, Y. J. Am. Chem. Soc. 2000, 122, 5662.
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 5662
- Takeda, A.¹ Kamijo, S.² Yamamoto, Y.³

26
- 0035821230
- (i) Pete, B.; Toke, L. Tetrahedron Lett. 2001, 42, 3373.
- (2001) Tetrahedron Lett. , vol.42 , pp. 3373
- Pete, B.¹ Toke, L.²

27
- 0037009015
- (j) Kamijo, S.; Yamamoto, Y. Angew. Chem., Int. Ed. 2002, 41, 3230.
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 3230
- Kamijo, S.¹ Yamamoto, Y.²

28
- 0037048708
- (k) Kamijo, S.; Yamamoto, Y. J. Am. Soc. Chem. 2002, 124, 11940.
- (2002) J. Am. Soc. Chem. , vol.124 , pp. 11940
- Kamijo, S.¹ Yamamoto, Y.²

29
- 0036484611
- (l) Yasuhara, A.; Takeda, Y.; Suzuki, N.; Sakamoto, T. Chem. Pharm. Bull. 2002, 50, 235.
- (2002) Chem. Pharm. Bull. , vol.50 , pp. 235
- Yasuhara, A.¹ Takeda, Y.² Suzuki, N.³ Sakamoto, T.⁴

30
- 0037189186
- (m) Rossiter, S. Tetrahedron Lett. 2002, 43, 4671.
- (2002) Tetrahedron Lett. , vol.43 , pp. 4671
- Rossiter, S.¹

31
- 0036219666
- (n) Zhou, T.; Chen, Z. C. Synth. Commun. 2002, 32, 903.
- (2002) Synth. Commun. , vol.32 , pp. 903
- Zhou, T.¹ Chen, Z.C.²

32
- 0001768299
- (o) Hegedus, L. S. Angew. Chem. 1988, 100, 1147.
- (1988) Angew. Chem. , vol.100 , pp. 1147
- Hegedus, L.S.¹

33
- 0003660996
- Pergamon: Oxford, UK
- (p) Li, J. J.; Gribble, G. W. Palladium in Heterocyclic Chemistry; Pergamon: Oxford, UK, 2000; pp 73-187.
- (2000) Palladium in Heterocyclic Chemistry , pp. 73-187
- Li, J.J.¹ Gribble, G.W.²

34
- 0032823767
- Arcadi, A.; Cacchi, S.; Fabrizi, G.; Marinelli, F.; Moro, L. Synlett 1999, 1432.
- (1999) Synlett , pp. 1432
- Arcadi, A.¹ Cacchi, S.² Fabrizi, G.³ Marinelli, F.⁴ Moro, L.⁵

35
- 0037062889
- Arcadi, A.; Cacchi, S.; Giuseppe, S. D.; Fabrizi, G.; Marinelli, F. Org. Lett. 2002, 4, 2409.
- (2002) Org. Lett. , vol.4 , pp. 2409
- Arcadi, A.¹ Cacchi, S.² Giuseppe, S.D.³ Fabrizi, G.⁴ Marinelli, F.⁵

36
- 0037123652
- Huang, Q.; Hunter, J. A.; Larock, R. C. J. Org. Chem. 2002, 67, 3437.
- (2002) J. Org. Chem. , vol.67 , pp. 3437
- Huang, Q.¹ Hunter, J.A.² Larock, R.C.³

37
- 0037155526
- (a) Yue, D.; Larock, R. C. J. Org. Chem. 2002, 67, 1905.
- (2002) J. Org. Chem. , vol.67 , pp. 1905
- Yue, D.¹ Larock, R.C.²

38
- 0035826341
- (b) Flynn, B. L.; Verdier-Pinard, P.; Hamel, E. Org. Lett. 2001, 5, 651.
- (2001) Org. Lett. , vol.5 , pp. 651
- Flynn, B.L.¹ Verdier-Pinard, P.² Hamel, E.³

39
- 0036006424
- For other examples of iodine-promoted cyclization of alkynes to give heterocycles, see: (a) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Perkin Trans. 1 2002, 622. (b) Bellina, F.; Biagetti, M.; Carpita, A.; Rossi, R. Tetrahedron Lett. 2001, 42, 2859. (c) Bellina, F.; Biagetti, M.; Carpita, A. ; Rossi, R. Tetrahedron 2001, 57, 2857. (d) Djuardi, E.; McNelis, E. Tetrahedron Lett. 1999, 40, 7193. (e) Marshall, J. A.; Yanik, M. M. J. Org. Chem. 1999, 64, 3798. (f) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Chem. Commun. 1998, 2207. (g) Redfern, A. L.; Gilmore, J. Synlett 1998, 731. (h) Ren, X.-F.; Konaklieva, M. I.; Shi, H.; Dicy, H.; Lim, D. V.; Gonzales, J.; Turos, E. J. Org. Chem. 1998, 63, 8898. (i) Bew, S. P.; Knight, D. W. J. Chem. Soc., Chem. Commun. 1996, 1007. (j) El-Taeb, G. M. M.; Evans, A. B.; Jones, S.; Knight, D. W. Tetrahedron Lett. 2001, 42, 5945.
- (2002) Chem. Soc., Perkin Trans. 1 , pp. 622
- Knight, D.W.¹ Redfern, A.L.² Gilmore, J.J.³

40
- 0035832078
- For other examples of iodine-promoted cyclization of alkynes to give heterocycles, see: (a) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Perkin Trans. 1 2002, 622. (b) Bellina, F.; Biagetti, M.; Carpita, A.; Rossi, R. Tetrahedron Lett. 2001, 42, 2859. (c) Bellina, F.; Biagetti, M.; Carpita, A. ; Rossi, R. Tetrahedron 2001, 57, 2857. (d) Djuardi, E.; McNelis, E. Tetrahedron Lett. 1999, 40, 7193. (e) Marshall, J. A.; Yanik, M. M. J. Org. Chem. 1999, 64, 3798. (f) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Chem. Commun. 1998, 2207. (g) Redfern, A. L.; Gilmore, J. Synlett 1998, 731. (h) Ren, X.-F.; Konaklieva, M. I.; Shi, H.; Dicy, H.; Lim, D. V.; Gonzales, J.; Turos, E. J. Org. Chem. 1998, 63, 8898. (i) Bew, S. P.; Knight, D. W. J. Chem. Soc., Chem. Commun. 1996, 1007. (j) El-Taeb, G. M. M.; Evans, A. B.; Jones, S.; Knight, D. W. Tetrahedron Lett. 2001, 42, 5945.
- (2001) Tetrahedron Lett. , vol.42 , pp. 2859
- Bellina, F.¹ Biagetti, M.² Carpita, A.³ Rossi, R.⁴

41
- 0035795043
- For other examples of iodine-promoted cyclization of alkynes to give heterocycles, see: (a) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Perkin Trans. 1 2002, 622. (b) Bellina, F.; Biagetti, M.; Carpita, A.; Rossi, R. Tetrahedron Lett. 2001, 42, 2859. (c) Bellina, F.; Biagetti, M.; Carpita, A. ; Rossi, R. Tetrahedron 2001, 57, 2857. (d) Djuardi, E.; McNelis, E. Tetrahedron Lett. 1999, 40, 7193. (e) Marshall, J. A.; Yanik, M. M. J. Org. Chem. 1999, 64, 3798. (f) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Chem. Commun. 1998, 2207. (g) Redfern, A. L.; Gilmore, J. Synlett 1998, 731. (h) Ren, X.-F.; Konaklieva, M. I.; Shi, H.; Dicy, H.; Lim, D. V.; Gonzales, J.; Turos, E. J. Org. Chem. 1998, 63, 8898. (i) Bew, S. P.; Knight, D. W. J. Chem. Soc., Chem. Commun. 1996, 1007. (j) El-Taeb, G. M. M.; Evans, A. B.; Jones, S.; Knight, D. W. Tetrahedron Lett. 2001, 42, 5945.
- (2001) Tetrahedron , vol.57 , pp. 2857
- Bellina, F.¹ Biagetti, M.² Carpita, A.³ Rossi, R.⁴

42
- 0033214936
- For other examples of iodine-promoted cyclization of alkynes to give heterocycles, see: (a) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Perkin Trans. 1 2002, 622. (b) Bellina, F.; Biagetti, M.; Carpita, A.; Rossi, R. Tetrahedron Lett. 2001, 42, 2859. (c) Bellina, F.; Biagetti, M.; Carpita, A. ; Rossi, R. Tetrahedron 2001, 57, 2857. (d) Djuardi, E.; McNelis, E. Tetrahedron Lett. 1999, 40, 7193. (e) Marshall, J. A.; Yanik, M. M. J. Org. Chem. 1999, 64, 3798. (f) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Chem. Commun. 1998, 2207. (g) Redfern, A. L.; Gilmore, J. Synlett 1998, 731. (h) Ren, X.-F.; Konaklieva, M. I.; Shi, H.; Dicy, H.; Lim, D. V.; Gonzales, J.; Turos, E. J. Org. Chem. 1998, 63, 8898. (i) Bew, S. P.; Knight, D. W. J. Chem. Soc., Chem. Commun. 1996, 1007. (j) El-Taeb, G. M. M.; Evans, A. B.; Jones, S.; Knight, D. W. Tetrahedron Lett. 2001, 42, 5945.
- (1999) Tetrahedron Lett. , vol.40 , pp. 7193
- Djuardi, E.¹ McNelis, E.²

43
- 0033612217
- For other examples of iodine-promoted cyclization of alkynes to give heterocycles, see: (a) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Perkin Trans. 1 2002, 622. (b) Bellina, F.; Biagetti, M.; Carpita, A.; Rossi, R. Tetrahedron Lett. 2001, 42, 2859. (c) Bellina, F.; Biagetti, M.; Carpita, A. ; Rossi, R. Tetrahedron 2001, 57, 2857. (d) Djuardi, E.; McNelis, E. Tetrahedron Lett. 1999, 40, 7193. (e) Marshall, J. A.; Yanik, M. M. J. Org. Chem. 1999, 64, 3798. (f) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Chem. Commun. 1998, 2207. (g) Redfern, A. L.; Gilmore, J. Synlett 1998, 731. (h) Ren, X.-F.; Konaklieva, M. I.; Shi, H.; Dicy, H.; Lim, D. V.; Gonzales, J.; Turos, E. J. Org. Chem. 1998, 63, 8898. (i) Bew, S. P.; Knight, D. W. J. Chem. Soc., Chem. Commun. 1996, 1007. (j) El-Taeb, G. M. M.; Evans, A. B.; Jones, S.; Knight, D. W. Tetrahedron Lett. 2001, 42, 5945.
- (1999) J. Org. Chem. , vol.64 , pp. 3798
- Marshall, J.A.¹ Yanik, M.M.²

44
- 0032556192
- For other examples of iodine-promoted cyclization of alkynes to give heterocycles, see: (a) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Perkin Trans. 1 2002, 622. (b) Bellina, F.; Biagetti, M.; Carpita, A.; Rossi, R. Tetrahedron Lett. 2001, 42, 2859. (c) Bellina, F.; Biagetti, M.; Carpita, A. ; Rossi, R. Tetrahedron 2001, 57, 2857. (d) Djuardi, E.; McNelis, E. Tetrahedron Lett. 1999, 40, 7193. (e) Marshall, J. A.; Yanik, M. M. J. Org. Chem. 1999, 64, 3798. (f) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Chem. Commun. 1998, 2207. (g) Redfern, A. L.; Gilmore, J. Synlett 1998, 731. (h) Ren, X.-F.; Konaklieva, M. I.; Shi, H.; Dicy, H.; Lim, D. V.; Gonzales, J.; Turos, E. J. Org. Chem. 1998, 63, 8898. (i) Bew, S. P.; Knight, D. W. J. Chem. Soc., Chem. Commun. 1996, 1007. (j) El-Taeb, G. M. M.; Evans, A. B.; Jones, S.; Knight, D. W. Tetrahedron Lett. 2001, 42, 5945.
- (1998) J. Chem. Soc., Chem. Commun. , pp. 2207
- Knight, D.W.¹ Redfern, A.L.² Gilmore, J.³

45
- 0041494723
- For other examples of iodine-promoted cyclization of alkynes to give heterocycles, see: (a) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Perkin Trans. 1 2002, 622. (b) Bellina, F.; Biagetti, M.; Carpita, A.; Rossi, R. Tetrahedron Lett. 2001, 42, 2859. (c) Bellina, F.; Biagetti, M.; Carpita, A. ; Rossi, R. Tetrahedron 2001, 57, 2857. (d) Djuardi, E.; McNelis, E. Tetrahedron Lett. 1999, 40, 7193. (e) Marshall, J. A.; Yanik, M. M. J. Org. Chem. 1999, 64, 3798. (f) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Chem. Commun. 1998, 2207. (g) Redfern, A. L.; Gilmore, J. Synlett 1998, 731. (h) Ren, X.-F.; Konaklieva, M. I.; Shi, H.; Dicy, H.; Lim, D. V.; Gonzales, J.; Turos, E. J. Org. Chem. 1998, 63, 8898. (i) Bew, S. P.; Knight, D. W. J. Chem. Soc., Chem. Commun. 1996, 1007. (j) El-Taeb, G. M. M.; Evans, A. B.; Jones, S.; Knight, D. W. Tetrahedron Lett. 2001, 42, 5945.
- (1998) Synlett , pp. 731
- Redfern, A.L.¹ Gilmore, J.²

46
- 0031735116
- For other examples of iodine-promoted cyclization of alkynes to give heterocycles, see: (a) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Perkin Trans. 1 2002, 622. (b) Bellina, F.; Biagetti, M.; Carpita, A.; Rossi, R. Tetrahedron Lett. 2001, 42, 2859. (c) Bellina, F.; Biagetti, M.; Carpita, A. ; Rossi, R. Tetrahedron 2001, 57, 2857. (d) Djuardi, E.; McNelis, E. Tetrahedron Lett. 1999, 40, 7193. (e) Marshall, J. A.; Yanik, M. M. J. Org. Chem. 1999, 64, 3798. (f) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Chem. Commun. 1998, 2207. (g) Redfern, A. L.; Gilmore, J. Synlett 1998, 731. (h) Ren, X.-F.; Konaklieva, M. I.; Shi, H.; Dicy, H.; Lim, D. V.; Gonzales, J.; Turos, E. J. Org. Chem. 1998, 63, 8898. (i) Bew, S. P.; Knight, D. W. J. Chem. Soc., Chem. Commun. 1996, 1007. (j) El-Taeb, G. M. M.; Evans, A. B.; Jones, S.; Knight, D. W. Tetrahedron Lett. 2001, 42, 5945.
- (1998) J. Org. Chem. , vol.63 , pp. 8898
- Ren, X.-F.¹ Konaklieva, M.I.² Shi, H.³ Dicy, H.⁴ Lim, D.V.⁵ Gonzales, J.⁶ Turos, E.⁷

47
- 0002209099
- For other examples of iodine-promoted cyclization of alkynes to give heterocycles, see: (a) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Perkin Trans. 1 2002, 622. (b) Bellina, F.; Biagetti, M.; Carpita, A.; Rossi, R. Tetrahedron Lett. 2001, 42, 2859. (c) Bellina, F.; Biagetti, M.; Carpita, A. ; Rossi, R. Tetrahedron 2001, 57, 2857. (d) Djuardi, E.; McNelis, E. Tetrahedron Lett. 1999, 40, 7193. (e) Marshall, J. A.; Yanik, M. M. J. Org. Chem. 1999, 64, 3798. (f) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Chem. Commun. 1998, 2207. (g) Redfern, A. L.; Gilmore, J. Synlett 1998, 731. (h) Ren, X.-F.; Konaklieva, M. I.; Shi, H.; Dicy, H.; Lim, D. V.; Gonzales, J.; Turos, E. J. Org. Chem. 1998, 63, 8898. (i) Bew, S. P.; Knight, D. W. J. Chem. Soc., Chem. Commun. 1996, 1007. (j) El-Taeb, G. M. M.; Evans, A. B.; Jones, S.; Knight, D. W. Tetrahedron Lett. 2001, 42, 5945.
- (1996) J. Chem. Soc., Chem. Commun. , pp. 1007
- Bew, S.P.¹ Knight, D.W.²

48
- 0035920868
- For other examples of iodine-promoted cyclization of alkynes to give heterocycles, see: (a) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Perkin Trans. 1 2002, 622. (b) Bellina, F.; Biagetti, M.; Carpita, A.; Rossi, R. Tetrahedron Lett. 2001, 42, 2859. (c) Bellina, F.; Biagetti, M.; Carpita, A. ; Rossi, R. Tetrahedron 2001, 57, 2857. (d) Djuardi, E.; McNelis, E. Tetrahedron Lett. 1999, 40, 7193. (e) Marshall, J. A.; Yanik, M. M. J. Org. Chem. 1999, 64, 3798. (f) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Chem. Commun. 1998, 2207. (g) Redfern, A. L.; Gilmore, J. Synlett 1998, 731. (h) Ren, X.-F.; Konaklieva, M. I.; Shi, H.; Dicy, H.; Lim, D. V.; Gonzales, J.; Turos, E. J. Org. Chem. 1998, 63, 8898. (i) Bew, S. P.; Knight, D. W. J. Chem. Soc., Chem. Commun. 1996, 1007. (j) El-Taeb, G. M. M.; Evans, A. B.; Jones, S.; Knight, D. W. Tetrahedron Lett. 2001, 42, 5945.
- (2001) Tetrahedron Lett. , vol.42 , pp. 5945
- El-Taeb, G.M.M.¹ Evans, A.B.² Jones, S.³ Knight, D.W.⁴

49
- 0002769275
- Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany, Chapter 5
- (a) Sonogashira, K. In Metal-Catalyzed Cross-Coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany, 1998; Chapter 5, pp 203-229.
- (1998) Metal-Catalyzed Cross-Coupling Reactions , pp. 203-229
- Sonogashira, K.¹

50
- 9644285669
- (b) Sonogashira, K.; Tohda, Y.; Hagihara, N. Tetrahedron Lett. 1975, 4467.
- (1975) Tetrahedron Lett. , pp. 4467
- Sonogashira, K.¹ Tohda, Y.² Hagihara, N.³

51
- 84963458708
- Hoedt, W. M. R.; Koten, G. V.; Noltes, J. G. Synth. Commun. 1977, 7, 61.
- (1977) Synth. Commun. , vol.7 , pp. 61
- Hoedt, W.M.R.¹ Koten, G.V.² Noltes, J.G.³

52
- 0346786657
- (a) Suzuki, A. J. Organomet. Chem. 1999, 576, 147.
- (1999) J. Organomet. Chem. , vol.576 , pp. 147
- Suzuki, A.¹

53
- 57249083935
- (b) Lloyd-Williams, P.; Giralt, E. Chem. Soc. Rev. 2001, 30, 145.
- (2001) Chem. Soc. Rev. , vol.30 , pp. 145
- Lloyd-Williams, P.¹ Giralt, E.²

54
- 0001786881
- Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany
- (c) Suzuki, A. Metal-Catalyzed Cross-Coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany, 1998; p 49.
- (1998) Metal-Catalyzed Cross-Coupling Reactions , pp. 49
- Suzuki, A.¹

55
- 2042507954
- (d) Miyaura, N. Chem. Rev. 1995, 95, 2457.
- (1995) Chem. Rev. , vol.95 , pp. 2457
- Miyaura, N.¹

56
- 0032335204
- (a) Crisp, G. T. Chem. Soc. Rev. 1998, 27, 427.
- (1998) Chem. Soc. Rev. , vol.27 , pp. 427
- Crisp, G.T.¹

57
- 0037782994
- Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany
- (b) Brase, S.; De Meijere, A. Metal-Catalyzed Cross-Coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany, 1998; p 99.
- (1998) Metal-Catalyzed Cross-Coupling Reactions , pp. 99
- Brase, S.¹ De Meijere, A.²

58
- 0003624033
- Academic Press: San Diego
- (c) Heck, R. F. Palladium Reagents in Organic Synthesis; Academic Press: San Diego, 1985; pp 276-287.
- (1985) Palladium Reagents in Organic Synthesis , pp. 276-287
- Heck, R.F.¹

59
- 0038343546
- Barluenga, J.; Trincado, M.; Rubio, E.; Gonzalez, J. M. Angew. Chem., Int. Ed. Engl. 2003, 42, 2406.
- (2003) Angew. Chem., Int. Ed. Engl. , vol.42 , pp. 2406
- Barluenga, J.¹ Trincado, M.² Rubio, E.³ Gonzalez, J.M.⁴

60
- 0346363694
- Amjad, M.; Knight, D. W. Tetrahedron Lett. 2004, 45, 539.
- (2004) Tetrahedron Lett. , vol.45 , pp. 539
- Amjad, M.¹ Knight, D.W.²

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