ELECTRON TRANSFER-CATALYZED DIELS-ALDER REACTIONS WITH 2-VINYLINDOLES

Citation
O. Wiest et E. Steckhan, ELECTRON TRANSFER-CATALYZED DIELS-ALDER REACTIONS WITH 2-VINYLINDOLES, Angewandte Chemie, International Edition in English, 32(6), 1993, pp. 901-903
Citations number
33
Categorie Soggetti
Chemistry
ISSN journal
05700833
Volume
32
Issue
6
Year of publication
1993
Pages
901 - 903
Database
ISI
SICI code
0570-0833(1993)32:6<901:ETDRW2>2.0.ZU;2-D
Abstract
A Diels-Alder reaction between two electron-rich components is possibl e with electron transfer catalysis. 2-vinylindole radical cations gene rated in this way react with 1,3-cyclohexadienes to yield highly subst ituted carbazole derivatives such as 1. This reaction is interesting a bove all for the synthesis of indole alkaloids. R1-R3 are, are for exa mple, H, Me, iPr, Ph.