SOLUTION-PHASE SYNTHESIS OF A SPIRO[PYRROLIDINE-2,3'-OXINDOLE] LIBRARY VIA A 3 COMPONENT 1,3-DIPOLAR CYCLOADDITION REACTION

Authors
FOKAS D RYAN WJ CASEBIER DS COFFEN DL
Citation
D. Fokas et al., SOLUTION-PHASE SYNTHESIS OF A SPIRO[PYRROLIDINE-2,3'-OXINDOLE] LIBRARY VIA A 3 COMPONENT 1,3-DIPOLAR CYCLOADDITION REACTION, Tetrahedron letters, 39(16), 1998, pp. 2235-2238
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
16
Year of publication
1998
Pages
2235 - 2238
Database
ISI
SICI code
0040-4039(1998)39:16<2235:SSOASL>2.0.ZU;2-M
Abstract
A combinatorial library of 26,500 spiro[pyrrolidine-2,3'-oxindoles] wa s prepared in a single-compound format by a facile intermolecular 1,3- dipolar cycloaddition. An azomethine ylide, generated by the decarboxy lative condensation of an isatin 1 with an alpha-amino acid 2, was tra pped by a trans-chalcone 3 to afford heterocycles of the general struc ture 4. The regio-and stereochemistry of a representative product was determined by single crystal X-ray structure. (C) 1998 Elsevier Scienc e Ltd. All rights reserved.