2-arylvinylation of 1-methylindole by palladium-catalyzed cross-coupling reactions

Citation
Hg. Herz et al., 2-arylvinylation of 1-methylindole by palladium-catalyzed cross-coupling reactions, SYNTHESIS-S, (6), 1999, pp. 1013-1016
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
6
Year of publication
1999
Pages
1013 - 1016
Database
ISI
SICI code
0039-7881(199906):6<1013:2O1BPC>2.0.ZU;2-C
Abstract
Palladium-catalyzed cross-coupling of (1-methylindol-2-yl)zinc chloride (1) with 2-(bromoethenyl)arenes 2a-e provides 2-(2-arylethenyl)-1-methylindole s 3a-e in good yields. The alkenes (Z)-2b,c,e are coupled with retention of stereochemistry. With (Z)-3-bromo-4-nitrostyrene [(Z)-2d], only (E)-3d is obtained whose structure has been confirmed by single-crystal X-ray diffrac tion.