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α‐Lactams (Aziridinones)

 

作者: I. Lengyel,   J. C. Sheehan,  

 

期刊: Angewandte Chemie International Edition in English  (WILEY Available online 1968)
卷期: Volume 7, issue 1  

页码: 25-36

 

ISSN:0570-0833

 

年代: 1968

 

DOI:10.1002/anie.196800251

 

出版商: Hüthig&Wepf Verlag

 

关键词: Lactams;Aziridinones

 

数据来源: WILEY

 

摘要:

Abstractα‐Lactams have often been postulated as intermediates in numerous processes. The isolation of the first α‐lactam, N‐tert‐butyl‐3‐phenylaziridinone, was accomplished in 1962. Since then, further N‐ and C‐3‐substituted α‐lactams have been synthesized. Most of these very reactive compounds undergo easy thermal decomposition; remarkable is the relative stability of 1,3‐di‐tert‐butylaziridinone, which does not start to decompose below 140°C. The α‐lactam ring is opened by nucleophilic reagents. — The correlation of stability and substituents is discussed in the last section. An acyclic, planar or almost planar, charge‐delocalized intermediate is sugge

 

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