REACTIVITY OF A NEW ALKENYL PHENYLIODONIUM TOSYLATE DERIVED FROM METHYL 3-AMINOCROTONATE

Authors
PAPOUTSIS I SPYROUDIS S VARVOGLIS A
Citation
I. Papoutsis et al., REACTIVITY OF A NEW ALKENYL PHENYLIODONIUM TOSYLATE DERIVED FROM METHYL 3-AMINOCROTONATE, Tetrahedron, 54(5-6), 1998, pp. 1005-1012
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
5-6
Year of publication
1998
Pages
1005 - 1012
Database
ISI
SICI code
0040-4020(1998)54:5-6<1005:ROANAP>2.0.ZU;2-B
Abstract
Methyl 3-aminocrotonate reacts with [hydroxy(tosyloxy)iodo]benzene to afford the corresponding E-2-phenyliodonio tosylate in good yield. Thi s new alkenyl iodonium salt upon reaction with various nucleophiles of fers an easy access to substituted enamine derivatives of crotonic aci d. The reaction can be also extended to N-substituted crotonates. (C) 1997 Elsevier Science Ltd. All rights reserved.