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Reaction of sulfene and dichloroketene with open‐chainN,N‐disubstituted α‐aminomethyleneketones. Synthesis of 4‐dialkylamino‐3,4‐dihydro‐5,6‐dimethyl‐1,2‐oxathiin 2,2‐dioxides and of 6,(5)(di)alkyl‐3‐chloro‐4‐methylphenylamino‐2H‐pyran‐2‐ones

 

作者: Alberto Bargagna,   Pietro Schenone,   Francesco Bondavalli,   Mario Longobardi,  

 

期刊: Journal of Heterocyclic Chemistry  (WILEY Available online 1980)
卷期: Volume 17, issue 1  

页码: 33-37

 

ISSN:0022-152X

 

年代: 1980

 

DOI:10.1002/jhet.5570170107

 

出版商: Wiley‐Blackwell

 

数据来源: WILEY

 

摘要:

AbstractCycloaddition of sulfene toN,N‐disubstituted 4‐amino‐3‐methyl‐3‐buten‐2‐ones(III)occurred in fair to good yield only in the case of aliphaticN‐substitution to give 4‐dialkylamino‐3,4‐dihydro‐5,6‐dimethyl‐1,2‐oxathiin 2,2‐dioxides, whereasN,N‐disubstituted 1‐amino‐1‐penten‐3‐ones(II)did not react at all. Cycloaddition of dichloroketene toII, IIIandN,N‐disubstituted 4‐amino‐3‐buten‐2‐ones occurred only in the case of the methylphenylamino derivative, giving in good to moderate yield 6,(5)(di)alkyl‐3,3‐dichloro‐3,4‐dihydro‐4‐methylphenylamino‐2‐Hpyran‐2‐ones, which were dehydrochlori

 

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