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Generation of oxindole-2-thiones (thiols) via dilithiatedN-tert-Boc-anilines. Synthesis of a sulfur analog of MK886

 

作者: Alicia Cervantes,   Claudia A. Contreras,   Angel Guzman,   Elena E. Vale,   Esperanza Velarde,   Sylvie L. Berthiaume,   Joseph M. Muchowski,  

 

期刊: Canadian Journal of Chemistry  （NRC Available online 1995）
卷期: Volume 73, issue 3  

页码: 336-342

 

ISSN:0008-4042

 

年代: 1995

 

DOI:10.1139/v95-045

 

出版商: NRC Research Press

 

数据来源: NRC

 

摘要:

The N,C-dilithiated derivatives of theN-tert-butoxycarbonyl-2-alkylthiomethylanilines5a–cand theN-tert-butoxycarbonyl-2-alkoxycarbonylmethylanilines11a,bwere converted into theN-tert-butoxycarbonyl-oxindole-2-thiones(thiols)7a–cand14a,b, respectively, by sequential reaction with carbon disulfide and methyl iodide. Compound7bwas converted into10d, the sulfur analog of MK886.Keywords:N-tert-butoxycarbonyl-2-alkylthiomethylanilines, dilithiation,N-tert-butoxycarbonyl-2-alkoxycarbonylmethylanilines,N-tert-butoxycarbonyloxindole-2-thiones.

 

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