Cyclisation of benzils

 

作者: Richard J. Cremlyn,   Frederick J. Swinbourne,   Olufemi O. Shode,   John Lynch,  

 

期刊: Journal of Heterocyclic Chemistry  (WILEY Available online 1987)
卷期: Volume 24, issue 1  

页码: 117-121

 

ISSN:0022-152X

 

年代: 1987

 

DOI:10.1002/jhet.5570240124

 

出版商: Wiley‐Blackwell

 

数据来源: WILEY

 

摘要:

AbstractTreatment of several substituted benzils [3,3′‐ and 4,4′‐dimethyl‐; 2,2′‐, 3,3′‐ and 4,4′‐dichloro‐; 3,3′‐dibromo‐; 4‐(N,N‐dimethylamino)‐] with an excess of chlorosulfonic acid gave the corresponding 3‐chloro‐2‐phenylbenzofuran disulfonyl dichlorides. Disubstitution was confirmed by microanalytical and spectral data for the corresponding bis(N,N‐dimethylaminsulfonamides). The positions of electrophilic substitution were not confirmed with 3,3′‐dimethyl‐, 2,2′‐ and 3,3′‐dichlorobenzils. With 4,4′‐dichlorobenzil, a smaller amount of chlorosulfonic acid enabled the isolation of 3,6,4′‐trichloro‐2‐phenylbenzofuran‐5‐sulfonyl chloride, which was identified by X‐ray analysis of theN,N‐dimethylsulfonamide. The cyclisation failed with 3,3′‐dimethoxy‐, a

 

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