CARBAMOYL AND THIOCARBAMOYL LITHIUM - A NEW ROUTE BY NAPHTHALENE-CATALYZED CHLORINE-LITHIUM EXCHANGE

Authors
Citation
Dj. Ramon et M. Yus, CARBAMOYL AND THIOCARBAMOYL LITHIUM - A NEW ROUTE BY NAPHTHALENE-CATALYZED CHLORINE-LITHIUM EXCHANGE, Tetrahedron letters, 34(44), 1993, pp. 7115-7118
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
34
Issue
44
Year of publication
1993
Pages
7115 - 7118
Database
ISI
SICI code
0040-4039(1993)34:44<7115:CATL-A>2.0.ZU;2-K
Abstract
The reaction of N,N-diisopropylcarbamoyl or N,N-dimethylthiocarbamoyl chloride (1a or 1b) with an excess of lithium powder and a catalytic a mount of naphthalene (3 mol %) in the presence of a carbonyl compound 2 at temperatures ranging between -78 and 20-degrees-C, under Barbier- type conditions leads, after hydrolysis with water, to the correspondi ng alpha-hydroxy amides or thioamides 3, respectively.