Solution phase synthesis of a spiro[pyrrolidine-2,3′-oxindole] library via a three component 1,3-dipolar cycloaddition reaction

被引:111
作者
Fokas, D [1 ]
Ryan, WJ [1 ]
Casebier, DS [1 ]
Coffen, DL [1 ]
机构
[1] ArQule Inc, Dept Chem, Medford, MA 02155 USA
关键词
D O I
10.1016/S0040-4039(98)00234-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A combinatorial library of 26,500 spiro[pyrrolidine-2,3'-oxindoles] was prepared in a single-compound format by a facile intermolecular 1,3-dipolar cycloaddition. An azomethine ylide, generated by the decarboxylative condensation of an isatin 1 with an alpha-amino acid 2, was trapped by a trans-chalcone 3 to afford heterocycles of the general structure 4. The regio-and stereochemistry of a representative product was determined by single crystal X-ray structure. (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码:2235 / 2238
页数:4
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