Preparation of alpha- and beta-substituted alanine derivatives by alpha-amidoalkylation or Michael addition reactions under heterogeneous catalysis assisted by microwave irradiation

Authors
de la Hoz, A Diaz-Ortiz, A Gomez, MV Mayoral, JA Moreno, A Sanchez-Migallon, AM Vazquez, E
Citation
A. De La Hoz et al., Preparation of alpha- and beta-substituted alanine derivatives by alpha-amidoalkylation or Michael addition reactions under heterogeneous catalysis assisted by microwave irradiation, TETRAHEDRON, 57(25), 2001, pp. 5421-5428
Citations number
35
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
25
Year of publication
2001
Pages
5421 - 5428
Database
ISI
SICI code
0040-4020(20010618)57:25<5421:POAABA>2.0.ZU;2-9
Abstract
Silica-supported Lewis acids are useful catalysts in conjunction with micro wave irradiation for the synthesis of a range of alanine derivatives. React ion of methyl alpha -acetamidoacrylate (1) with different heterocycles, suc h as Furan (2), pyrrole (3), N-benzylpyrrole (4), indole (5) and pyrazole ( 6) and the carbocycle 1,3,S-trihydroxybenzene (7), led to several alpha -am ino acid precursors. (C) 2001 Elsevier Science Ltd. All rights reserved.