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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