A NOVEL REACTION OF N-PHENYLTHIOCAPROLACTAM - THE ALPHA-SULFENYLATIONOF KETONES UNDER MILD CONDITIONS

Authors
FORAY G PENENORY AB ROSSI RA
Citation
G. Foray et al., A NOVEL REACTION OF N-PHENYLTHIOCAPROLACTAM - THE ALPHA-SULFENYLATIONOF KETONES UNDER MILD CONDITIONS, Tetrahedron letters, 38(12), 1997, pp. 2035-2038
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
12
Year of publication
1997
Pages
2035 - 2038
Database
ISI
SICI code
0040-4039(1997)38:12<2035:ANRON->2.0.ZU;2-P
Abstract
N-phenylthiocaprolactam (2) reacts with the enolate anions of aliphati c, aromatic or cyclic ketone 1a-e, to give the corresponding alpha-phe nylthioketones 3a-e. This reaction proceeds with high yields of monosu lphenylation (80-97%) in DMSO under mild conditions (potassium terbuto xide, 25 degrees C, 10 min). (C) 1997 Elsevier Science Ltd.