Regioselective and Non-reductive C3-Debromination of Indole Nucleus

Synlett

Volumn 1996, Issue 9, 1996, Pages 931-932

  Tani, Masanobu ^a   Goto, Makiko ^a   Shimizu, Mikiko ^a   Mochimaru, Yoko ^a   Amemiya, Junko ^a   Mizuno, Nobuko ^a   Sato, Rika ^a   Murakami, Yasuoki ^a  

^a TOHO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002424910     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5631     Document Type: Article

References (7)

1. This paper is part 40 of "Synthetic Studies on Indoles and Related Compounds." Part 39: Tani, M.; Ariyasu, T.; Ohtsuka, M.; Koga, T.; Ogawa, Y.; Yokoyama, Y.; Murakami, Y. Chem. Pharm. Bull. 1996, 44, 55-61.
2. Hudlicky, M. in Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I. Eds; Pergamon Press, Oxford, 1991; Vol 8, chapter 4.5.
3. Tani, M.; Ikegami, H.; Tashiro, M.; Hiura, T.; Tsukioka, H.; Kaneko, C.; Notoya, T.; Shimizu, M.; Uchida, M.; Aida, Y.; Yokoyama, Y.; Murakami, Y. Heterocycles 1992, 34, 2349-2362.
4. Kruse, L. I.; Meyer, M. D. J. Org. Chem. 1984, 49, 4761-4768.
5. 4, and evaporated to dryness in vacuo to give the residue. The residue was purified by column chromatography on silica gel.
6. Ethyl 3-bromoindole-2-carboxylates (5) were prepared from corresponding 3-unsubstituted indole (6) with pyridinium bromide perbromide in pyridine or N-bromosuccinimide (NBS) in DMF.
7. Hamel, P.; Zajac, N.; Atkinson, J. G.; Girard, Y. J. Org. Chem. 1994, 59, 6372-6377.