CONVENIENT SYNTHESIS OF 4-ALKYL, ALKENYL, AND ALKYNYL SUBSTITUTED N-(PHENYLSULFONYL)INDOLES

Authors
ISHIBASHI H AKAMATSU S IRIYAMA H IKEDA M
Citation
H. Ishibashi et al., CONVENIENT SYNTHESIS OF 4-ALKYL, ALKENYL, AND ALKYNYL SUBSTITUTED N-(PHENYLSULFONYL)INDOLES, Chemical and Pharmaceutical Bulletin, 42(10), 1994, pp. 2150-2153
Citations number
13
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
42
Issue
10
Year of publication
1994
Pages
2150 - 2153
Database
ISI
SICI code
0009-2363(1994)42:10<2150:CSO4AA>2.0.ZU;2-7
Abstract
The indolone 1 reacted with organomagnesium or lithium reagents to giv e the carbinols 6 and 10, which, upon treatment under appropriate acid ic conditions or neutral thermal conditions, gave the 1-phenylsulfonyl indoles 8 and 11 bearing various kinds of alkyl, alkenyl, and alkynyl substituents at the 4-position. The indolone 1 was also converted to t he 4-cyanoindole 14 via the cyanohydrin O-trimethylsilyl ether 13.