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Syntheses and reactions of 2‐halo‐5‐thiazolecarboxylates

 

作者: Len F. Lee,   Francis M. Schleppnik,   Robert K. Howe,  

 

期刊: Journal of Heterocyclic Chemistry  (WILEY Available online 1985)
卷期: Volume 22, issue 6  

页码: 1621-1630

 

ISSN:0022-152X

 

年代: 1985

 

DOI:10.1002/jhet.5570220631

 

出版商: Wiley‐Blackwell

 

数据来源: WILEY

 

摘要:

AbstractA variety of 2‐halo‐5‐thiazolecarboxylates was prepared from substituted‐3‐aminoacrylates and 3‐ketoes‐ters. Selective reduction of 2‐chloro‐5‐thiazolecarboxylates4a, 4iand4jwith sodium borohydride in ethanol provided the corresponding 2‐halo‐5‐thiazolemethanols27‐29. Nucleophilic displacements on [2‐chloro‐4‐(trifluoromethyl)‐5‐thiazolyl]methyl methanesulfonate (32c) occurred selectively at the 5‐substituent to provide 2‐chloro‐4‐(trifluoromethyl)‐

 

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