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The synthesis of 1‐[(2‐thiazolyl)methyl]quinolones. The reactivity of the methylene bridge at position‐1 and its involvement in the formation of a stable carbon‐nitrogen ylid
Author(s) -
Izzo Patrick T.,
Lee Ving J.
Publication year - 1988
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570250148
Subject(s) - chemistry , trifluoroacetic anhydride , reactivity (psychology) , dehydration , methylene , organic chemistry , nitrogen , medicinal chemistry , methylene bridge , carbon fibers , medicine , biochemistry , materials science , alternative medicine , pathology , composite number , composite material
A series of 7‐chloro‐1,4‐dihydro‐6‐fluoro‐1‐[(2‐methylthiazolyl)methyl]‐4‐oxoquinoline carboxylic esters 5 has been prepared. Dehydration of the intermediates 4‐hydroxythiazolines 4 with trifluoroacetic anhydride resulted in the formation of a ylid 11 . Evidence for this was obtained by the X‐ray analysis of the analogous product obtained in reactions carried out with 4‐pyridone.