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ELECTRODIC CLEAVAGE OF THE N-S BOND IN N-TOSYLCARBOXAMIDES - A NEW ENTRY TO N-UNSUBSTITUTED LACTAMS

被引：20
作者：
CASADEI, MA
GESSNER, A
INESI, A
JUGELT, W
MORACCI, FM
机构：
[1] UNIV ROMA LA SAPIENZA,DIPARTIMENTO INGN CHIM MAT MAT PRIME & MET,I-00161 ROME,ITALY
[2] HUMBOLDT UNIV BERLIN,SEKT CHEM,O-1040 BERLIN,GERMANY
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 15期
关键词：
D O I：
10.1039/p19920002001
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The electrochemical reduction of different types of N-tosylcarboxamides under various experimental conditions has been investigated. It has been found that in all instances the N-S bond is selectively cleaved with respect to the N-C bond, thus providing a new method for the deblocking of the tosyl group from such substrates. As a consequence, a two-step electrochemical synthesis for N-unsubstituted lactams is now available, which has been simplified to a one-pot procedure in the case of synthetically important azetidin-2-ones.
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页码：2001 / 2004
页数：4
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