Radical-Mediated Alkenylation, Alkynylation, Methanimination, and Cyanation of B-Alkylcatecholboranes
Arnaud-Pierre Schaffner, Vincent Darmency, Philippe Renaud*
*Universität Bern, Departement für Chemie und Biochemie, Freiestrasse 3,
3000 Bern 9, Switzerland, Email: philippe.renaud
ioc.unibe.ch
A.-P. Schaffner, V. Darmency, P. Renaud, Angew. Chem. Int. Ed., 2006, 45, 5847-5849.
DOI: 10.1002/anie.200601206 (free Supporting Information)




see article for more reactions
Abstract
Hydroboration with catecholborane, followed by treatment with easily available reagents such as alkenyl sulfones or alkynyl phenyl sulfones in the presence of a radical initiator, represents an effective and simple one-pot procedure for direct vinylation, formylation, and cyanation.

see article for more examples
Key Words
CC coupling, hydroboration, olefination, radical reactions, vinylsulfones, oximes, alkynes, nitriles, catecholborane
ID: J06-Y2006-2630
