New organolithium addition methodology to diversely functionalized indoles |
| |
Authors: | Coleman Claire M O'Shea Donal F |
| |
Affiliation: | Centre for Synthesis and Chemical Biology, Conway Institute, Department of Chemistry, University College Dublin, Belfield, Dublin 4, Ireland. |
| |
Abstract: | A novel synthetic approach to diversely functionalized indoles is described. Boc-protected ortho-aminostyrenes undergo an alkyllithium addition reaction, thereby generating a lithiated intermediate, which upon reaction with specific electrophiles sets up a cascade reaction process between the reacted electrophile and ortho-amino substituent, facilitating an in situ ring closure, followed by dehydration, to generate an indole ring system. This methodology is demonstrated by the synthesis of a range of 3,5-, 1,3,5-, and 2,3,5-substituted indoles. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|