Rhodium-catalyzed organothio exchange reaction of α-organothioketones with disulfides

Chemical and Pharmaceutical Bulletin

Volumn 58, Issue 10, 2010, Pages 1349-1352

  Arisawa, Mieko ^a   Toriyama, Fumihiko ^a   Yamaguchi, Masahiko ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

Disulfide; Organothio exchange reaction; Rhodium catalyst; Thioketone

Indexed keywords

ALPHA ORGANOTHIOKETONE DERIVATIVE; DISULFIDE; KETONE; RHODIUM; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CATALYSIS; CHEMICAL REACTION; EXCHANGE REACTION; SYNTHESIS;

CATALYSIS; DISULFIDES; KETONES; RHODIUM;

EID: 77957686553     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.58.1349     Document Type: Article

References (21)

1. Arisawa M., Yamaguchi M., J. Synth. Org. Chem. Jpn., 65, 1213-1224 (2007).
2. Arisawa M., Yamaguchi M., Pure Appl. Chem., 80, 993-1003 (2008).
3. Arisawa M., Fujimoto K., Morinaka S., Yamaguchi M., J. Am. Chem. Soc., 127, 12226-12227 (2005).
4. Arisawa M., Kubota T., Yamaguchi M., Tetrahedron Lett., 49, 1975-1978 (2008).
5. Grossert J. S., Dubey P. K., Chem. Commun., 1982, 1183-1184 (1982).
6. Tsunetsugu J., Ikeda T., Suzuki N., Yaguchi M., Sato M., Ebine S., Morinaga K., J. Chem. Soc., Perkin 1, 1985, 785-794 (1985).
7. Trost B. M., Mao M. K.-T., Balkovec J. M., Buhlmayer P., J. Am. Chem. Soc., 108, 4965-4973 (1986).
8. Sugihara Y., Wakabayashi S., Saito N., Murata I., J. Am. Chem. Soc., 108, 2773-2775 (1986).
9. Woodward R. B., Pachter I. J., Scheinbaum M. L., J. Org. Chem., 36, 1137-1139 (1971).
10. Trost B. M., Hiroi K., Jungheim L. N., J. Org. Chem., 45, 1839-1847 (1980).
11. Imoto S., Haruta Y., Watanabe K., Sasaki S., Bioorg. Med. Chem. Lett., 14, 4855-4859 (2004).
12. Tosaka A., Ito S., Miyazawa N., Shibuya M., Ogasawara K., Iwabuchi Y., Heterocycles, 70, 153-159 (2006).
13. Padmanabhan S., Ogawa T., Suzuki H., Bull. Chem. Soc. Jpn., 62, 1358-1360 (1989).
14. Arisawa M., Suwa K., Yamaguchi M., Org. Lett., 11, 625-627 (2009).
15. Reese C. B., Sanders H. P., J. Chem. Soc., Perkin Trans. 1, 1982, 2719-2724 (1982).
16. Tehrani K. A., Boeykens M., Tyvorskii V. I., Kulinkovich O., De Kimpe N., Tetrahedron, 56, 6541-6548 (2000).
17. Reich H. J., Renga J. M., Reich I. L., J. Am. Chem. Soc., 97, 5434-5447 (1975).
18. Matsugi M., Murata K., Gotanda K., Nambu H., Anilkumar G., Matsumoto K., Kita Y., J. Org. Chem., 66, 2434-2441 (2001).
19. Ishibashi H., Takamuro I., Mizukami Y., Irie M., Ikeda M., Synth. Commun., 1989, 443-452 (1989).
20. Loghmani-Khouzani H., Poorherva M. R., Sadeghi M. M. M., Caggiano L., Jackson R. F. W., Tetrahedron, 64, 7419-7425 (2008).
21. Oliveira M. M., Moustrou C., Carvalho L. M., Silva J. A. C., Samat A., Gugliemetti R., Dubest R., Aubard J., Oliveira-Campos A. M. F., Tetrahedron, 58, 1709-1718 (2002).