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Angewandte Chemie - International Edition

Volumn 45, Issue 27, 2006, Pages 4473-4475

Gold-catalyzed intramolecular carbothiolation of alkynes: Synthesis of 2,3-disubstituted benzothiophenes from (α-alkoxy alkyl) (ortho-alkynyl phenyl) sulfides

(3) Nakamura, Itaru a Sato, Takuma a Yamamoto, Yoshinori a

a TOHOKU UNIVERSITY (Japan)

Author keywords

Cyclization; Gold; Homogeneous catalysis; Sulfur heterocycles; Synthetic methods

Indexed keywords

CYCLIZATION; HOMOGENEOUS CATALYSIS; SULFUR HETEROCYCLES; SYNTHETIC METHODS;

ALCOHOLS; CATALYSIS; GOLD; SUBSTRATES;

ORGANIC COMPOUNDS;

ALKYNE; BENZENE DERIVATIVE; BENZOTHIOPHENE; GOLD; SULFIDE; THIOPHENE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

ALKYNES; BENZENE DERIVATIVES; CATALYSIS; GOLD; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; SULFIDES; THIOPHENES;

EID: 33746309818 PISSN: 14337851 EISSN: None Source Type: Journal
DOI: 10.1002/anie.200601178 Document Type: Article

Times cited : (318)

References (37)

1
- 0021201213
- C. D. Jones, M. G. Jevnikar, A. J. Pike, M. K. Peters, L. J. Black, A. R. Thompson, J. F. Falcone, J. A. Clemens, J. Med. Chem. 1984, 27, 1057-1066.
- (1984) J. Med. Chem. , vol.27 , pp. 1057-1066
- Jones, C.D.¹ Jevnikar, M.G.² Pike, A.J.³ Peters, M.K.⁴ Black, L.J.⁵ Thompson, A.R.⁶ Falcone, J.F.⁷ Clemens, J.A.⁸

2
- 0022997521
- M. Raga, C. Palacin, J. M. Castello, J. A. Ortiz, M. R. Cuberes, M. Moreno-Manas, Eur. J. Med. Chem. 1986, 21, 329-332.
- (1986) Eur. J. Med. Chem. , vol.21 , pp. 329-332
- Raga, M.¹ Palacin, C.² Castello, J.M.³ Ortiz, J.A.⁴ Cuberes, M.R.⁵ Moreno-Manas, M.⁶

3
- 1542558808
- Acylation: a) C. Hansch. H. G. Lindwall, J. Org. Chem. 1945, 10, 381-385;
- (1945) J. Org. Chem. , vol.10 , pp. 381-385
- Hansch, C.¹ Lindwall, H.G.²

4
- 0041620649
- b) K. C. Lee, B. S. Moon, J. H. Lee, K.-H. Chung, J. A. Katzenellenbogen, D. Y. Chi, Bioorg. Med. Chem. 2003, 11, 3649-3658.
- (2003) Bioorg. Med. Chem. , vol.11 , pp. 3649-3658
- Lee, K.C.¹ Moon, B.S.² Lee, J.H.³ Chung, K.-H.⁴ Katzenellenbogen, J.A.⁵ Chi, D.Y.⁶

5
- 0000127335
- Halogenation: c) J. Szmuszkovicz, E. J. Modest, J. Am. Chem. Soc. 1950, 72, 571-577.
- (1950) J. Am. Chem. Soc. , vol.72 , pp. 571-577
- Szmuszkovicz, J.¹ Modest, E.J.²

6
- 0000570606
- a) A. R. Katritzky, S. N. Denisenko, D. C. Oniciu, I. Ghiviriga, J. Org. Chem. 1998, 63, 3450-3453;
- (1998) J. Org. Chem. , vol.63 , pp. 3450-3453
- Katritzky, A.R.¹ Denisenko, S.N.² Oniciu, D.C.³ Ghiviriga, I.⁴

7
- 0037450394
- b) S. Kamila, C. Mukherjee, S. S. Mondal, A. De, Tetrahedron 2003, 59, 1339-1348;
- (2003) Tetrahedron , vol.59 , pp. 1339-1348
- Kamila, S.¹ Mukherjee, C.² Mondal, S.S.³ De, A.⁴

8
- 3042785709
- c) T. K. Pradhan, S. C. Ghosh, A. De, ARKIVOC 2003, 9, 158-173.
- (2003) ARKIVOC , vol.9 , pp. 158-173
- Pradhan, T.K.¹ Ghosh, S.C.² De, A.³

9
- 0036678797
- For reviews, see: a) G. Battistuzzi, S. Cacchi, G. Fabrizi, Eur. J. Org. Chem. 2002, 2671-2681;
- (2002) Eur. J. Org. Chem. , pp. 2671-2681
- Battistuzzi, G.¹ Cacchi, S.² Fabrizi, G.³

10
- 0036146813
- b) S. Cacchi, G. Fabrizi, A. Goggiomani, Heterocycles 2002, 56, 613-632;
- (2002) Heterocycles , vol.56 , pp. 613-632
- Cacchi, S.¹ Fabrizi, G.² Goggiomani, A.³

11
- 0142089062
- c) G. Balme, D. Bouyssi, T. Lomberget, N. Monteiro, Synthesis 2003, 14, 2115-2134;
- (2003) Synthesis , vol.14 , pp. 2115-2134
- Balme, G.¹ Bouyssi, D.² Lomberget, T.³ Monteiro, N.⁴

12
- 2942557280
- d) I. Nakamura, Y. Yamamoto, Chem. Rev. 2004, 104, 2127-2198;
- (2004) Chem. Rev. , vol.104 , pp. 2127-2198
- Nakamura, I.¹ Yamamoto, Y.²

13
- 2942609168
- e) G. Zeni, R. C. Larock, Chem. Rev. 2004, 104, 2285-2309.
- (2004) Chem. Rev. , vol.104 , pp. 2285-2309
- Zeni, G.¹ Larock, R.C.²

14
- 0000318834
- For a recent report, see f) A. S. K. Hashmi, T. M. Frost, J. W. Bats, Org. Lett. 2001, 3, 3769-3771.
- (2001) Org. Lett. , vol.3 , pp. 3769-3771
- Hashmi, A.S.K.¹ Frost, T.M.² Bats, J.W.³

15
- 3242656916
- A. M. Malte, C. E. Castro, J. Am. Chem. Soc. 1967, 89, 6770.
- (1967) J. Am. Chem. Soc. , vol.89 , pp. 6770
- Malte, A.M.¹ Castro, C.E.²

16
- 0002851002
- For examples of palladium(0)-catalyzed endo cyclization, see: a) S. Cacchi, G. Fabrizi, L. Moro, Synlett 1998, 741-745;
- (1998) Synlett , pp. 741-745
- Cacchi, S.¹ Fabrizi, G.² Moro, L.³

17
- 26844555004
- b) N. Monterio, G. Balme, Synlett 1998, 746-747;
- (1998) Synlett , pp. 746-747
- Monterio, N.¹ Balme, G.²

18
- 0001242798
- c) S. Cacchi, G. Fabrizi, P. Pace, J. Org. Chem. 1998, 63, 1001-1011;
- (1998) J. Org. Chem. , vol.63 , pp. 1001-1011
- Cacchi, S.¹ Fabrizi, G.² Pace, P.³

19
- 0030446401
- d) A. Arcadi, S. Cacchi, M. Del Rosario, G. Fabrizi, F. Marinelli, J. Org. Chem. 1996, 61, 9280-9288.
- (1996) J. Org. Chem. , vol.61 , pp. 9280-9288
- Arcadi, A.¹ Cacchi, S.² Del Rosario, M.³ Fabrizi, G.⁴ Marinelli, F.⁵

20
- 0038081446
- 2-catalyzed cyclizations, see: e) A. Fürstner, H. Szillat, F. Stelzer, J. Am. Chem. Soc. 2000, 122, 6785-6786;
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 6785-6786
- Fürstner, A.¹ Szillat, H.² Stelzer, F.³

21
- 0035814401
- f) A. Fürstner, F. Stelzer, H. Szillat, J. Am. Chem. Soc. 2001, 123, 11863-11869.
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 11863-11869
- Fürstner, A.¹ Stelzer, F.² Szillat, H.³

22
- 0032499992
- S. Cacchi, G. Fabrizi, L. Moro, Tetrahedron Lett. 1998, 39, 5101-5104.
- (1998) Tetrahedron Lett. , vol.39 , pp. 5101-5104
- Cacchi, S.¹ Fabrizi, G.² Moro, L.³

23
- 4344572110
- T. Shimada, I. Nakamura, Y. Yamamoto, J. Am. Chem. Soc. 2004, 126, 10546-10547.
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 10546-10547
- Shimada, T.¹ Nakamura, I.² Yamamoto, Y.³

24
- 27544457189
- a) I. Nakamura, Y. Mizushima, Y. Yamamoto, J. Am. Chem. Soc. 2005, 127, 15022-15023;
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 15022-15023
- Nakamura, I.¹ Mizushima, Y.² Yamamoto, Y.³

25
- 27544467800
- b) A. Fürstner, P. W. Davies, J. Am. Chem. Soc. 2005, 127, 15024-15025.
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 15024-15025
- Fürstner, A.¹ Davies, P.W.²

26
- 29544443845
- For reviews on gold-catalyzed reaction, see: a) A. S. K. Hashmi, Angew. Chem. 2005, 117, 7150-7154;
- (2005) Angew. Chem. , vol.117 , pp. 7150-7154
- Hashmi, A.S.K.¹

27
- 27744595601
- Angew. Chem. Int. Ed. 2005, 44, 6990-6993;
- (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 6990-6993

28
- 33746305520
- b) S. Ma, S. Yu. Z. Gu, Angew. Chem. 2006, 118, 206-209;
- (2006) Angew. Chem. , vol.118 , pp. 206-209
- Ma, S.¹ Yu, S.² Gu, Z.³

29
- 33745446200
- Angew. Chem. Int. Ed. 2006, 45, 200-203.
- (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 200-203

30
- 33746270140
- note
- 2, instead of AuCl, did not proceed at all.

31
- 0034809299
- a) K. Sugoh, H. Kuniyasu, T. Sugae, A. Ohtaka, Y. Takai, A. Tanaka, C. Machino, N. Kambe, H. Kurosawa, J. Am. Chem. Soc. 2001, 123, 5108-5109;
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 5108-5109
- Sugoh, K.¹ Kuniyasu, H.² Sugae, T.³ Ohtaka, A.⁴ Takai, Y.⁵ Tanaka, A.⁶ Machino, C.⁷ Kambe, N.⁸ Kurosawa, H.⁹

32
- 22144484831
- b) M. Toyofuku, S.-I. Fujiwara, T. Shinike, H. Kuniyasu, N. Kambe, J. Am. Chem. Soc. 2005, 127, 9706-9707.
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 9706-9707
- Toyofuku, M.¹ Fujiwara, S.-I.² Shinike, T.³ Kuniyasu, H.⁴ Kambe, N.⁵

33
- 11444270393
- M. C. Willis, D. Taylor, A. T. Gillmore, Org. Lett. 2004, 6, 4755-4757.
- (2004) Org. Lett. , vol.6 , pp. 4755-4757
- Willis, M.C.¹ Taylor, D.² Gillmore, A.T.³

34
- 33646533141
- For a review, see: a) C. M. Rayner, M. A. Graham. Sci. Synth. 2001, 10, 155-184;
- (2001) Sci. Synth. , vol.10 , pp. 155-184
- Rayner, C.M.¹ Graham, M.A.²

35
- 0002835552
- b) T. Y. Zhang, J. O'Toole, C. S. Proctor, Sulfur Rep. 1999, 22, 1-47;
- (1999) Sulfur Rep. , vol.22 , pp. 1-47
- Zhang, T.Y.¹ O'Toole, J.² Proctor, C.S.³

36
- 0001082715
- c) E. T. Pelkey, Prog. Heterocycl. Chem. 1999, 11, 102-123;
- (1999) Prog. Heterocycl. Chem. , vol.11 , pp. 102-123
- Pelkey, E.T.¹

37
- 0002278667
- d) C. Bianchini, A. Meli, Synlett 1997, 643-649.
- (1997) Synlett , pp. 643-649
- Bianchini, C.¹ Meli, A.²

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