A CONCISE ACCESS TO 2-ALLENYLINDOLE DERIVATIVES BASED ON THE PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF INDOLYLBORATES

Authors
ISHIKURA M MATSUZAKI Y AGATA I KATAGIRI N
Citation
M. Ishikura et al., A CONCISE ACCESS TO 2-ALLENYLINDOLE DERIVATIVES BASED ON THE PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF INDOLYLBORATES, Tetrahedron, 54(46), 1998, pp. 13929-13942
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
46
Year of publication
1998
Pages
13929 - 13942
Database
ISI
SICI code
0040-4020(1998)54:46<13929:ACAT2D>2.0.ZU;2-6
Abstract
The palladium catalyzed cross-coupling reaction of trialky](indol-2-yl )borates with prop-2-ynyl carbonates was developed for the preparation of 2-allenylindole derivatives. When the reaction of indolyl-borates with tert-prop-2-ynyl carbonates was carried out. 2-allenylindoles wer e obtained solely. Otherwise, indolylborates reacted with sec-prop-2-y nyl carbonates, giving rise to 2-allenylindoles and/or 3-(prop-2-ynyl) indoles depending on the catalyst used. (C) 1998 Elsevier Science Ltd. All rights reserved.