Gold catalysis: The benefits of N and N,O ligands

Angewandte Chemie - International Edition

Volumn 43, Issue 47, 2004, Pages 6545-6547

  Hashmi, A Stephen K ^a   Weyrauch, Jan P ^a   Rudolph, Matthias ^a   Kurpejović, Elzen ^a  

^a UNIVERSITY OF STUTTGART   (Germany)

Author keywords

Alkynes; Gold; Heterocycles; Homogeneous catalysis; N,O ligands

Indexed keywords

CATALYSIS; GOLD; OXYGEN; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

STABLE CATALYSTS; SUBSTITUTION PATTERNS; TETRAHYDROISOQUINOLINES;

NITROGEN;

GOLD; NITROGEN; OXYGEN; TETRAHYDROISOQUINOLINE DERIVATIVE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL ANALYSIS; CHEMICAL PROCEDURES; SUBSTITUTION REACTION;

EID: 11144290815     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200460232     Document Type: Article

References (33)

1. G. Dyker, Angew. Chem. 2000, 112. 4407-4409; Angew. Chem. Int. Ed. 2000, 39, 4237-4239.
2. G. Dyker, Angew. Chem. 2000, 112. 4407-4409; Angew. Chem. Int. Ed. 2000, 39, 4237-4239.
3. a) A. S. K. Hashmi, Gold Bull. 2003, 36, 3-9;
4. b) A. S. K. Hashmi, Gold Bull. 2004, 37, 51-65.
5. Y. Ito, M. Sawamura, T. Hayashi, J. Am. Chem. Soc. 1986, 108, 6405-6406.
6. a) J. H. Teles, M. Schulz (BASF AG), WO-A1 9721648, 1997 [Chem. Abstr. 1997, 127, 121499];
7. b) J. H. Teles, S. Brode, M. Chabanas, Angew. Chem. 1998, 110, 1475-1478; Angew. Chem. Int. Ed. 1998, 37, 1415-1418.
8. b) J. H. Teles, S. Brode, M. Chabanas, Angew. Chem. 1998, 110, 1475-1478; Angew. Chem. Int. Ed. 1998, 37, 1415-1418.
9. a) E. Mizushima, K. Sato, T. Hayashi, M. Tanaka, Angew. Chem. 2002, 114, 4745-4747; Angew. Chem. Int. Ed. 2002, 41, 4563-4565;
10. a) E. Mizushima, K. Sato, T. Hayashi, M. Tanaka, Angew. Chem. 2002, 114, 4745-4747; Angew. Chem. Int. Ed. 2002, 41, 4563-4565;
11. b) E. Mizushima, T. Hayashi, M. Tanaka, Org. Lett. 2003, 5, 3349-3352.
12. a) F. Shi, Y. Deng, H. Yang and T. SiMa, J. Chem. Soc. Chem. Commun. 2001, 345-346;
13. b) F. Shi, Y. Deng, J. Chem. Soc. Chem. Commun. 2001, 443-444.
14. S. Komiya, T. Sone, Y. Usui, M. Hirano, A. Fukuoka, Gold Bull. 1996, 29, 131-136.
15. a) R. T. Baker, P. Nguyen, T. B. Marder, S. A. Westcott, Angew. Chem. 1995, 107, 1451 -1452; Angew. Chem. Int. Ed. Engl. 1995, 34, 1336-1338;
16. a) R. T. Baker, P. Nguyen, T. B. Marder, S. A. Westcott, Angew. Chem. 1995, 107, 1451 -1452; Angew. Chem. Int. Ed. Engl. 1995, 34, 1336-1338;
17. b) R. T. Baker, J. C. Calabrese, S. A. Westcott, J. Organomel. Chem. 1995, 498, 109-117.
18. J. Sundermeyer, C. Jost, DE 10041510, 1999 [Chem. Abs. 2001, 134, 280723].
19. E. Boring, Y. V. Geletii, C L. Hill, J. Am. Chem. Soc. 2001, 123, 1625-1635.
20. R. Casado, M. Contel, M. Laguna, P. Romero, S. Sanz, J. Am. Chem. Soc. 2003, 125, 11925-11935.
21. a) A. S. K. Hashmi, T. M. Frost, J. W. Bats, J. Am. Chem. Soc. 2000, 122, 11553-11554;
22. b) A. S. K. Hashmi, T. M. Frost, J. W. Bats, Org. Lett. 2001, 3, 3769-3771;
23. c) A. S. K. Hashmi, T. M. Frost, J. W. Bats, Catal. Today 2002, 72, 19-72;
24. d) A. S. K. Hashmi, L. Ding, J. W. Bats, P. Fischer, W. Frey, Chem. Eur. J. 2003, 9, 4339-4345.
25. Complexes 4 and 5 were kindly provided by Johnson Matthey from their polyarthritis research. Complex 3 was prepared according to H.-N. Adams, J. Strähle, Z. Anorg. Allg. Chem. 1982, 485, 65-80; H.-N. Adams, W. Killer, J. Strähle, Z. Anorg. Allg. Chem. 1982, 455, 81-91. Complex 6 was prepared according to A. Dar, K. Moss, S. M. Cottrill, R. V. Parish, C. A. McAuliffe, R. G. Pritchard, B. Beagley, J. Sandbank, J. Chem. Soc. Dalton Trans. 1992, 1, 1907-1913.
26. Complexes 4 and 5 were kindly provided by Johnson Matthey from their polyarthritis research. Complex 3 was prepared according to H.-N. Adams, J. Strähle, Z. Anorg. Allg. Chem. 1982, 485, 65-80; H.-N. Adams, W. Killer, J. Strähle, Z. Anorg. Allg. Chem. 1982, 455, 81-91. Complex 6 was prepared according to A. Dar, K. Moss, S. M. Cottrill, R. V. Parish, C. A. McAuliffe, R. G. Pritchard, B. Beagley, J. Sandbank, J. Chem. Soc. Dalton Trans. 1992, 1, 1907-1913.
27. Complexes 4 and 5 were kindly provided by Johnson Matthey from their polyarthritis research. Complex 3 was prepared according to H.-N. Adams, J. Strähle, Z. Anorg. Allg. Chem. 1982, 485, 65-80; H.-N. Adams, W. Killer, J. Strähle, Z. Anorg. Allg. Chem. 1982, 455, 81-91. Complex 6 was prepared according to A. Dar, K. Moss, S. M. Cottrill, R. V. Parish, C. A. McAuliffe, R. G. Pritchard, B. Beagley, J. Sandbank, J. Chem. Soc. Dalton Trans. 1992, 1, 1907-1913.
28. a) B. Martín-Matute, D. J. Cardenas, A. M. Echavarren, Angew. Chem. 2001, 113, 4890-4893; Angew. Chem. Int. Ed. 2001, 40, 4754-4757;
29. a) B. Martín-Matute, D. J. Cardenas, A. M. Echavarren, Angew. Chem. 2001, 113, 4890-4893; Angew. Chem. Int. Ed. 2001, 40, 4754-4757;
30. b) B. Martín-Matute, C. Nevado, D. J. Cárdenas, A. M. Echavarren, J. Am. Chem. Soc. 2003, 125, 5757-5766.
31. J. D. Scott, R. M. Williams, Chem. Rev. 2002, 102, 1669-1730.
32. A. Pictet, T. Spengler, Chem. Ber. 1911, 44, 2030-2036; W. M. Whaley, T. R. Govindachari, Org. React. 1951, 6, 151-206. Usually the annelation is directed to the para position of an oxygen substituent on the arene and not to the ortho position.
33. A. Pictet, T. Spengler, Chem. Ber. 1911, 44, 2030-2036; W. M. Whaley, T. R. Govindachari, Org. React. 1951, 6, 151-206. Usually the annelation is directed to the para position of an oxygen substituent on the arene and not to the ortho position.