Hydroboration and Suzuki-Miyaura coupling reactions with the electronically modulated variant of an ynamine: The synthesis of (E)-beta-arylenamides

Citation
B. Witulski et al., Hydroboration and Suzuki-Miyaura coupling reactions with the electronically modulated variant of an ynamine: The synthesis of (E)-beta-arylenamides, TETRAHEDRON, 56(43), 2000, pp. 8473-8480
Citations number
68
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
43
Year of publication
2000
Pages
8473 - 8480
Database
ISI
SICI code
0040-4020(20001020)56:43<8473:HASCRW>2.0.ZU;2-C
Abstract
The first hydroboration of an 1-alkynylamide-the electronically modulated v ariant of an ynamine-is described. This hydroboration in combination with a Suzuki-Miyaura cross-coupling reaction with aryl bromides or aryl iodides allows a flexible synthesis of (E)-beta -arylenamides and 3-(2'-amidovinyl) indoles with high degree of molecular diversity. (C) 2000 Elsevier Science Ltd. All rights reserved.