Synlett 2004(14): 2630-2632  
DOI: 10.1055/s-2004-834836
LETTER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of β-Amino Esters via Aza-Michael Addition of Amines to Alkenes Promoted on Silica: A Useful and Recyclable Surface

Basudeb Basu*, Pralay Das, Ismail HossainDepartment of Chemistry, North Bengal University, Darjeeling 734 430, India
Fax: +91(353)2581546; e-Mail: basu_nbu@indiatimes.com;
Further Information

Publication History

Received 30 April 2004
Publication Date:
20 October 2004 (eFirst)

 Permissions and Reprints

Abstract

A solvent-free protocol for the synthesis of β-amino ­esters and nitriles has been developed via conjugate addition of amines to electron-deficient alkenes promoted on silica. The silica surface may be recycled. Both aliphatic and aromatic primary or secondary amines worked efficiently to yield the desired adducts in good to excellent yields.

Key words

aza-Michael addition - amines - conjugated alkenes - β-amino esters - silica gel