SCOPUS 정보 검색 플랫폼

Volumn 16, Issue 21, 2010, Pages 6151-6154

A novel iodine-promoted tandem cyclization: An efficient synthesis of substituted 3,4-diiodoheterocyclic compounds

(8) Ji, Ke Gong a Zhu, Hai Tao a Yang, Fang a Shu, Xing Zhong a Zhao, Shu Chun a Liu, Xue Yuan a Shaukat, Ali a Liang, Yong Min a

a LANZHOU UNIVERSITY (China)

Author keywords

Allenes; Cyclization; Heterocycles; Iodine; Propargyl carbocations

Indexed keywords

ALLENES; CARBOCATIONS; CATALYZED COUPLING; EFFICIENT SYNTHESIS; ENVIRONMENTALLY-FRIENDLY; HETEROCYCLES; PROPARGYL; REACTION CONDITIONS; TANDEM CYCLIZATION; TRACE AMOUNTS;

HYDROCARBONS; INDUSTRIAL CHEMICALS; IODINE; IODINE COMPOUNDS; PALLADIUM; SYNTHESIS (CHEMICAL);

CYCLIZATION;

EID: 77952709209 PISSN: 09476539 EISSN: 15213765 Source Type: Journal
DOI: 10.1002/chem.201000518 Document Type: Article

Times cited : (59)

References (54)

1
- 73349131425
- C. Li, D. Lee, T. N. Graf. S. S. Phifer, Y. Nakanishi. S. Riswan, F. M. Setyowati, A. M. Saribi. D. D. Soejarto. N. R. Farnsworth, J. O. Falkinham III, D. J. Kroll, A. D. Kinghorn, M. C. Wani, N. H. Oberlies, J. Nat. Prod. 2009, 72, 1949-1953.
- (2009) J. Nat. Prod. , vol.72 , pp. 1949-1953
- Li, C.¹ Lee, D.² Graf, T.N.³ Phifer, S.S.⁴ Nakanishi, Y.⁵ Riswan, S.⁶ Setyowati, F.M.⁷ Saribi, A.M.⁸ Soejarto, D.D.⁹ Farnsworth, N.R.¹⁰ Falkinham III, J.O.¹¹ Kroll, D.J.¹² Kinghorn, A.D.¹³ Wani, M.C.¹⁴ Oberlies, N.H.¹⁵

2
- 67650474047
- X. Fan, J. Zi. C. Zhu, W. Xu, W. Cheng, S. Yang, Y. Guo, J. Shi. J. Nat. Prod. 2009, 72, 1184-1190.
- (2009) J. Nat. Prod. , vol.72 , pp. 1184-1190
- Fan, X.¹ Zi, J.² Zhu, C.³ Xu, W.⁴ Cheng, W.⁵ Yang, S.⁶ Guo, Y.⁷ Shi, J.⁸

3
- 48849098484
- A. C. Flick, M. J. A. Caballero, A. Padwa, Org. Lett. 2008, 10, 1871-1874.
- (2008) Org. Lett. , vol.10 , pp. 1871-1874
- Flick, A.C.¹ Caballero, M.J.A.² Padwa, A.³

4
- 0035959489
- a) R. C. Larock, D. Yue. Tetrahedron Lett. 2001, 42, 6011-6013;
- (2001) Tetrahedron Lett. , vol.42 , pp. 6011-6013
- Larock, R.C.¹ Yue, D.²

5
- 0037155526
- b) D. Yue, R. C. Larock, J. Org. Chem. 2002, 67, 1905-1909;
- (2002) J. Org. Chem. , vol.67 , pp. 1905-1909
- Yue, D.¹ Larock, R.C.²

6
- 0035826341
- c) B. L. Flynn, P. Verdier-Pinard, E. Hamel. Org. Lett. 2001, 3, 651-654;
- (2001) Org. Lett. , vol.3 , pp. 651-654
- Flynn, B.L.¹ Verdier-Pinard, P.² Hamel, E.³

7
- 0344496783
- d) K. O. Hessian, B. L. Flynn, Org. Lett. 2003, 5, 4377-4380.
- (2003) Org. Lett. , vol.5 , pp. 4377-4380
- Hessian, K.O.¹ Flynn, B.L.²

8
- 0032823767
- A. Arcadi, S. Cacchi, O. Fabrizi. F. Marinelli, L. Moro, Synlett 1999, 1432-1434.
- (1999) Synlett , pp. 1432-1434
- Arcadi, A.¹ Cacchi, S.² Fabrizi, O.³ Marinelli, F.⁴ Moro, L.⁵

9
- 0032556192
- a) D. W. Knight, A. L. Redfern, J. Gilmore, Chem. Commun. 1998, 2207-2208;
- (1998) Chem. Commun. , pp. 2207-2208
- Knight, D.W.¹ Redfern, A.L.² Gilmore, J.³

10
- 0034740386
- b) D. W. Knight, A. L. Redfern, J. Gilmore, J. Chem. Soc. Perkin Trans. 1 2001, 2874-2883;
- (2001) J. Chem. Soc. Perkin Trans. , vol.1 , pp. 2874-2883
- Knight, D.W.¹ Redfern, A.L.² Gilmore, J.³

11
- 0036006424
- c) D. W Knight, A. L. Redfern, J. Gilmore, J. Chem. Soc. Perkin Trans. 1 2002, 622-628.
- (2002) J. Chem. Soc. Perkin Trans. , vol.1 , pp. 622-628
- Knight, D.W.¹ Redfern, A.L.² Gilmore, J.³

12
- 0002209099
- a) S. P. Bew, D.W. Knight, Chem,. Commun. 1996, 1007-1008;
- (1996) Chem,. Commun. , pp. 1007-1008
- Bew, S.P.¹ Knight, D.W.²

13
- 0033214936
- b) E. Djuardi, E. McNelis, Tetrahedron Lett. 1999, 40, 7193-7196;
- (1999) Tetrahedron Lett. , vol.40 , pp. 7193-7196
- Djuardi, E.¹ McNelis, E.²

14
- 18844373078
- c) A. Sniady, K. A. Wheeler, R. Dembinski, Org. Lett. 2005, 7, 1769-1772;
- (2005) Org. Lett. , vol.7 , pp. 1769-1772
- Sniady, A.¹ Wheeler, K.A.² Dembinski, R.³

15
- 24944453027
- d) T. Yao, X. Zhang, R. C. Larock, J. Org. Chem. 2005, 70, 7679-7685;
- (2005) J. Org. Chem. , vol.70 , pp. 7679-7685
- Yao, T.¹ Zhang, X.² Larock, R.C.³

16
- 27144543250
- e) Y. Liu, S. Zhou, Org. Lett. 2005, 7, 4609-4611;
- (2005) Org. Lett. , vol.7 , pp. 4609-4611
- Liu, Y.¹ Zhou, S.²

17
- 44949203897
- f) Y.X. Xie, X.-Y. Liu, L.-Y. Wu, Y. Han, L.-B. Zhao, M.-J. Fan, Y.-M. Liang, Eur. J. Org. Chem. 2008, 1013-1018.
- (2008) Eur. J. Org. Chem. , pp. 1013-1018
- Xie, Y.X.¹ Liu, X.-Y.² Wu, L.-Y.³ Han, Y.⁴ Zhao, L.-B.⁵ Fan, M.-J.⁶ Liang, Y.-M.⁷

18
- 0141675249
- a) J. Barluenga, M. Trincado, E. Rublio, J. M. González, Angew. Chem. 2003, 115, 2508-2511;
- (2003) Angew. Chem. , vol.115 , pp. 2508-2511
- Barluenga, J.¹ Trincado, M.² Rublio, E.³ González, J.M.⁴

19
- 0038343546
- Angew. Chem. Int. Ed. 2003, 42, 2406-2409;
- (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 2406-2409

20
- 0346363694
- b) M. Amjad, D. W. Knight, Tetrahedron Lett. 2004, 45, 539-542;
- (2004) Tetrahedron Lett. , vol.45 , pp. 539-542
- Amjad, M.¹ Knight, D.W.²

21
- 1642445402
- c) D. Yue, R. C. Larock, Org. Lett. 2004, 6, 1037-1040.
- (2004) Org. Lett. , vol.6 , pp. 1037-1040
- Yue, D.¹ Larock, R.C.²

22
- 0042367613
- a) J. Barluenga, H. Vazque-Villa, A. Ballesteros, J. M. González, J. Am. Chem. Soc. 2003, 125, 9028-9029;
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 9028-9029
- Barluenga, J.¹ Vazque-Villa, H.² Ballesteros, A.³ González, J.M.⁴

23
- 2542606253
- b) D. Yue, N. Della Cà, R. C. Larock, Org. Lett. 2004, 6, 1581-1584.
- (2004) Org. Lett. , vol.6 , pp. 1581-1584
- Yue, D.¹ Della Cà, N.² Larock, R.C.³

24
- 0037037961
- a) T. Yao, R. C. Larock, Tetrahedron Lett. 2002, 43, 7401-7404;
- (2002) Tetrahedron Lett. , vol.43 , pp. 7401-7404
- Yao, T.¹ Larock, R.C.²

25
- 0038373080
- b) T. Yao, R. C. Larock, J. Org. Chem. 2003, 68, 5936-5942;
- (2003) J. Org. Chem. , vol.68 , pp. 5936-5942
- Yao, T.¹ Larock, R.C.²

26
- 0011196413
- c) M. A. Oliver, R. D. Gandour, J. Org. Chem. 1984, 49, 558-559;
- (1984) J. Org. Chem. , vol.49 , pp. 558-559
- Oliver, M.A.¹ Gandour, R.D.²

27
- 0037124516
- d) M. Biagetti, F. Bellina, A. Carpita, P. Stabile, R. Rossi, Tetrahedron 2002, 58, 5023-5038;
- (2002) Tetrahedron , vol.58 , pp. 5023-5038
- Biagetti, M.¹ Bellina, F.² Carpita, A.³ Stabile, P.⁴ Rossi, R.⁵

28
- 0037450954
- e)R. Rossi, A. Carpita, F. Bellina, P. Stabile, L. Mannina, Tetrahedron 2003, 59, 2067-2081.
- (2003) Tetrahedron , vol.59 , pp. 2067-2081
- Rossi, R.¹ Carpita, A.² Bellina, F.³ Stabile, P.⁴ Mannina, L.⁵

29
- 0035922318
- a) Q. Huang, J. A. Hunter, R. C. Larock, Org. Lett. 2001, 3, 2973-2976;
- (2001) Org. Lett. , vol.3 , pp. 2973-2976
- Huang, Q.¹ Hunter, J.A.² Larock, R.C.³

30
- 0037123652
- b) Q. Huang, J. A. Hunter, R. C. Larock, J. Org. Chem. 2002, 67, 3437-3444;
- (2002) J. Org. Chem. , vol.67 , pp. 3437-3444
- Huang, Q.¹ Hunter, J.A.² Larock, R.C.³

31
- 0037675889
- c)J. Barluenga, J. M., González, P.J. Campos, G. Asensio, Angew. Chem. 1988, 100, 1604-1605;
- (1988) Angew. Chem. , vol.100 , pp. 1604-1605
- Barluenga, J.¹ González, J.M.² Campos, P.J.³ Asensio, G.⁴

32
- 84990085810
- Angew. Chem. Int. Ed. Engl. 1988, 27, 1546-1.547.
- (1988) Angew. Chem. Int. Ed. Engl. , vol.27 , pp. 1546-1547

33
- 28244478486
- J. P. Waldo, R. C. Larock, Org. Lett. 2005, 7, 5203-5205.
- (2005) Org. Lett. , vol.7 , pp. 5203-5205
- Waldo, J.P.¹ Larock, R.C.²

34
- 9444284312
- A. S. K. Hashmi, J. P. Weyrauch, W. Frey, W. J. Bats, Org. Lett. 2004, 6, 4391-4394.
- (2004) Org. Lett. , vol.6 , pp. 4391-4394
- Hashmi, A.S.K.¹ Weyrauch, J.P.² Frey, W.³ Bats, W.J.⁴

35
- 68149120414
- a) K.-G. Ji, X.-Z. Shu, S.-C. Zhao, H.-T. Zhu, Y.-N. Niu, X.-Y. Liu, Y.-M. Liang, Org. Lett. 2009, 11, 3206-3209;
- (2009) Org. Lett. , vol.11 , pp. 3206-3209
- Ji, K.-G.¹ Shu, X.-Z.² Zhao, S.-C.³ Zhu, H.-T.⁴ Niu, Y.-N.⁵ Liu, X.-Y.⁶ Liang, Y.-M.⁷

36
- 64249130499
- b) Y.-N. Niu, Z.-Y. Yan, G.-L. Gao, H.-L. Wang, X.-Z. Shu, K.-G. Ji, Y.-M. Liang, J. Org. Chem. 2009, 74, 2893-2896;
- (2009) J. Org. Chem. , vol.74 , pp. 2893-2896
- Niu, Y.-N.¹ Yan, Z.-Y.² Gao, G.-L.³ Wang, H.-L.⁴ Shu, X.-Z.⁵ Ji, K.-G.⁶ Liang, Y.-M.⁷

37
- 67650548117
- c) K.-G. Ji, X.-Z. Shu, J. Chen, S.C. Zhao, Z.-J. Zheng, X.-Y. Liu, Y.-M. Liang, Org. Biomol. Chem. 2009, 7, 2501-2505;
- (2009) Org. Biomol. Chem. , vol.7 , pp. 2501-2505
- Ji, K.-G.¹ Shu, X.-Z.² Chen, J.³ Zhao, S.C.⁴ Zheng, Z.-J.⁵ Liu, X.-Y.⁶ Liang, Y.-M.⁷

38
- 52049110849
- d)X.-Z. Shu, X.-Y. Liu, K.-G. Ji, H-Q. Xiao, Y.-M. Liang, Chem. Eur. J. 2008, 14, 5282-5289;
- (2008) Chem. Eur. J. , vol.14 , pp. 5282-5289
- Shu, X.-Z.¹ Liu, X.-Y.² Ji, K.-G.³ Xiao, H.-Q.⁴ Liang, Y.-M.⁵

39
- 52049100220
- e) K.-G. Ji, Y.-W. Shen, X.-Z. Shu, H.-Q. Xiao, Y.-J. Bian, Y.-M, Liang, Adv. Synth. Catal. 2008, 350, 1275-1280;
- (2008) Adv. Synth. Catal. , vol.350 , pp. 1275-1280
- Ji, K.-G.¹ Shen, Y.-W.² Shu, X.-Z.³ Xiao, H.-Q.⁴ Bian, Y.-J.⁵ Liang, Y.-M.⁶

40
- 36749091693
- f) X.-Z. Shu, X.-Y. Liu, H.-Q. Xiao, K.G. Ji, L.-N. Guo, C.-Z. Qi, Y.-M. Liang, Adv. Synth. Catal. 2007, 349, 2493-2498.
- (2007) Adv. Synth. Catal. , vol.349 , pp. 2493-2498
- Shu, X.-Z.¹ Liu, X.-Y.² Xiao, H.-Q.³ Ji, K.G.⁴ Guo, L.-N.⁵ Qi, C.-Z.⁶ Liang, Y.-M.⁷

41
- 63849204048
- For selected examples, see: a) L.-F. Yao, M. Shi, Chem. Eur. J. 2009, 15, 3875-3881;
- (2009) Chem. Eur. J. , vol.15 , pp. 3875-3881
- Yao, L.-F.¹ Shi, M.²

42
- 52049102987
- b) L.-Z. Dai, M. Shi, Chem. Eur. J. 2008, 14, 7011-7018;
- (2008) Chem. Eur. J. , vol.14 , pp. 7011-7018
- Dai, L.-Z.¹ Shi, M.²

43
- 77952698422
- c) K. Komeyama, N. Saigo, M, Miyagi, K. Takaki, Angew. Chem. 2009, 121, 10059-10062;
- (2009) Angew. Chem. , vol.121 , pp. 10059-10062
- Komeyama, K.¹ Saigo, N.² Miyagi, M.³ Takaki, K.⁴

44
- 72449207587
- Angew. Chem. Int. Ed. 2009, 48, 9875-9878.
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 9875-9878

45
- 77952717062
- The molecular structure of the product of the reaction of 1u was determined by means of X-ray crystallographic studies CCDC-761914 (2u) contains the supplementary crystallography data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
- The molecular structure of the product of the reaction of 1u was determined by means of X-ray crystallographic studies. CCDC-761914 (2u) contains the supplementary crystallography data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.

46
- 0004228992
- (Ed.: R. T. K. Taylor), IRL Press, Oxford
- For reviews, see: a) I. B. Campbell, in Organocopper Reagents (Ed.: R. T. K. Taylor), IRL Press, Oxford, 1994, pp. 217-235;
- (1994) Organocopper Reagents , pp. 217-235
- Campbell, I.B.¹

47
- 0027702054
- b) K. Sonogashira, S. Takahashi, Yuki Gosei Kagaku Kyokaishi 1993, 51, 1053;
- (1993) Yuki Gosei Kagaku Kyokaishi , vol.51 , pp. 1053
- Sonogashira, K.¹ Takahashi, S.²

48
- 0000509322
- (Eds.: B. M. Trost, I. Fleming) Pergamon, Oxford
- c) K. Sonogashira in Comprehensive Organic Synthesis, Vol. 3 (Eds.: B. M. Trost, I. Fleming) Pergamon, Oxford, 1991, pp. 521-549.
- (1991) Comprehensive Organic Synthesis , vol.3 , pp. 521-549

49
- 8444221662
- a) A. Hoffman-Röder, N. Krause, Angew. Chem. 2004, 116, 1216-1236;
- (2004) Angew. Chem. , vol.116 , pp. 1216-1236
- Hoffman-Röder, A.¹ Krause, N.²

50
- 4544276732
- for the most recent reviews, see
- Angew. Chem. Int. Ed. 2004, 43, 1196-1216; for the most recent reviews, see:
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 1196-1216

51
- 22944485617
- b) S. Ma, Chem. Rev. 2005, 105, 2829-2872;
- (2005) Chem. Rev. , vol.105 , pp. 2829-2872
- Ma, S.¹

52
- 38749110788
- c) S. Ma, Aldrichimica Acta 2007, 40, 91-102;
- (2007) Aldrichimica Acta , vol.40 , pp. 91-102
- Ma, S.¹

53
- 61849124839
- d) M. Brasholz, H.-U. Reissig, R. Zimmer, Acc. Chem. Res. 2009, 42, 45-56;
- (2009) Acc. Chem. Res. , vol.42 , pp. 45-56
- Brasholz, M.¹ Reissig, H.-U.² Zimmer, R.³

54
- 70350323591
- e) S. Ma, Acc. Chem. Res. 2009, 42, 1679-1688.
- (2009) Acc. Chem. Res. , vol.42 , pp. 1679-1688
- Ma, S.¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.