A Novel Synthesis of N-Unsubstituted β-Enamino Thioesters from 3-Arylisoxazoles and 3-Aryl-5-phenylthio-2-isoxazolines

被引：12
|
作者：
Vitale, Paola [1 ]
Di Nunno, Leonardo [1 ]
Scilimati, Antonio [1 ]
机构：
[1] Univ Bari A Moro, Dipartimento Farmacochim, I-70125 Bari, Italy
来源：
SYNTHESIS-STUTTGART | 2010年 / 18期
关键词：
cycloaddition; lithiation; nucleophilic addition; 3-arylisoxazoles; beta-enaminoacyl derivatives; ASYMMETRIC HYDROGENATION; EFFICIENT SYNTHESIS; CARBONYL-COMPOUNDS; ACID-DERIVATIVES; ISOXAZOLES; 5-HYDROXY-2-ISOXAZOLINES; 2-ISOXAZOLINES; FRAGMENTATION; DIMERIZATION; REACTIVITY;
D O I：
10.1055/s-0030-1258186
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel procedure for the synthesis of N-unsubstituted beta-enamino thioesters, (Z)-S-phenyl 3-amino-3-arylprop-2-enethioates, from 3-arylisoxazoles or 3-aryl-5-phenylthio-2-isoxazolines is described and a plausible mechanism for the reaction is proposed. Some examples of conversion of one b-enamino thioester [(Z)-S-phenyl 3-amino-3-phenylprop-2-enethioate] into N-unsubstituted beta-enaminoacyl derivatives (beta-enamino esters, beta-enamino amides, and beta-keto amides) are also reported.
引用
收藏
页码：3195 / 3203
页数：9
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