Chemospecific alkynylation of organic iodides

Tetrahedron Letters

Volumn 39, Issue 47, 1998, Pages 8597-8600

  Xiang, Jason ^a   Fuchs, P L ^a  

^a PURDUE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; AMIDE; ESTER; FUNCTIONAL GROUP; IODIDE; THIAZOLE;

ARTICLE; CHEMICAL REACTION; IRRADIATION; PHOTOCHEMISTRY; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0032548045     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01924-8     Document Type: Article

References (28)

1. 1 Synthesis via vinyl sulfones 77. Triflone Chemistry 12.
2. 2 (a) Gong, J.; Fuchs, P. L. J. Am. Chem. Soc. 1996, 118, 4486-4487.
3. (b) Xiang, J.; Fuchs, P. L. J. Am. Chem. Soc. 1996, 118, 11986-11987.
4. (c) Xiang, J.; Jiang, W.; Gong, J.; Fuchs, P. L. J. Am. Chem. Soc. 1997, 119, 4123-4129.
5. (d) Xiang, J.; Jiang, W.; Fuchs, P. L. Tetrahedron lett. 1997, 6635-6638.
6. 3 (a) Dolbier, W. R. Chem. Rev. 1996, 96, 1557,
7. (b) Xiang, J.; Fuchs, P. L. Tetrahedron Lett. 1997, 37, 5269
8. 4 Curran, D. P.; Xu, J. Y.; Lazzarini, E. J. Chem. Soc., Perkin Trans. 1 1995, 3049.
9. 5 Xiang, J.; Evarts, J.; Rivkin, A.; Curran, D. P.; Fuchs, P. L. Tetrahedron Lett. 1998, 39, 4163.
10. 6 (a) Keck, G. E.; Byers, J. H. J. Org. Chem. 1985, 50, 5442-5444.
11. (b) Curran, D. P.; Chang, C. Tetrahedron Lett. 1987, 28, 2477-2480.
12. (c) Huval, C. C.; Singleton, D. A. Tetrahedron Lett. 1993, 34, 3047-3042.
13. (d) Ponten, F.; Magnusson, G. J. Org. Chem. 1996, 61, 7463-7466.
14. 7 Curran, D. P.; Chen, M. -H.; Kim, D. J. Am. Chem. Soc. 1989, 111, 6265-6276.
15. 8 Dolbier, Jr., W. R. Chem. Rev. 1996, 96, 1557-1584. We thank the reviewer for this reference.
16. 9 (a) Adlington, R. M.; Baldwin, J. E.; Basak, A.; Kozyrod, R. P.; J. Chem. Soc., Chem. Commun., 1983, 944-945.
17. (b) Baldwin, J. E.; Adlington, R. M.; Birch, D. J.; Crawford, J. A.; Sweeney, J. B. J. Chem. Soc., Chem. Commun., 1986, 1339-1340.
18. (c) Giese, B. Angew. Chem. Int. Ed. Engl. 1985, 24, 553-565.
19. 10 Giese, B.; Dupuis, J. Angew. Chem. Int. Ed. Engl. 1983, 22, 622-623.
20. 11 (a) Clive, D. L. J.; Chittattu, G. J. C. S. Chem. Comm. 1977, 484-485.
21. (b) Burke, S. D.; Fobare, W. F.; Armistead, D. M. J. Org. Chem. 1982, 47, 3348-3350.
22. (c) Hall, L. D.; Steiner, P. R.; Pedersen, C. Can. J. Chem., 1970, 48, 1155-1165.
23. (d) Jain, T. C.; Simolike, G. C.; Jackman, L. M. Tetrahedron, 1983, 39, 599-605.
24. 12 (a) Thiem, J.; Meyer, B. Chem. Ber. 1980, 113, 3075-3085.
25. (b) Klemer, A.; Bieber, M. Liebigs Ann. Chem. 1984, 1052-1055.
26. (c) Groninger, K. S.; Jager, K. F.; Giese, B. Liebigs Ann. Chem. 1987, 731-732.
27. 13 Itaya, T.; Iida, T.; Shimizu, S.; Mizutani, A.; Morisue, M.; Sugimoto, Y.; Tachinaka, M. Chem. Pharm. Bull. 1993, 41, 252-261.
28. 14 Lange, G. L.; Gottardo, C. Synth. Commun. 1990, 20, 1473-1479.