Microwave-assisted solid-phase synthesis of hydantoin derivatives

被引:40
|
作者
Colacino, Evelina
Lamaty, Frederic
Martinez, Jean
Parrot, Isabelle
机构
[1] Univ Montpellier 2, CNRS, UMR 5247, Inst Biomol Max Mousseron, F-34095 Montpellier 5, France
[2] Univ Montpellier 2, F-34095 Montpellier 5, France
关键词
hydantoin; solid-phase synthesis; microwave irradiation; cyclative cleavage;
D O I
10.1016/j.tetlet.2007.05.084
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A microwave-assisted synthesis of 3,5- and 1, 3,5 -substituted hydantoins starting from various resins for solid-phase combinatorial chemistry has been developed. The hydantoins were synthesized from pre-loaded resins with amino acids via treatment with isocyanate or phenylisocyanate and subsequent intramolecular cyclization. Both reactions were performed under microwave irradiation. We studied the cyclative cleavage leading to hydantoin compounds dependent on the nature of the amino acid and the nucleofuge properties of the resin. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5317 / 5320
页数:4
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