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A new preparation of substituted 4 H ‐1‐benzothiopyran‐4‐ones from c(α) N ‐benzoylhydrazones or c(α) N ‐carboalkoxyhydrazones and methyl thiosalicylate
Author(s) -
French Kristen L.,
Angel April J.,
Williams Angela R.,
Hurst Douglas R.,
Beam Charles F.
Publication year - 1998
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.5570350109
Subject(s) - lithium diisopropylamide , chemistry , hydrolysis , medicinal chemistry , lithium (medication) , organic chemistry , ion , deprotonation , medicine , endocrinology
C(α) N ‐Benzoylhydrazones or C(α), N ‐carboalkoxyhydrazones were dilithiated with excess lithium diisopropylamide, and the dianion‐type intermediates were condensed with lithiated methyl thiosalicylate, followed by cyclization/hydrolysis to substituted 4 H ‐1‐benzothiopyran‐4‐ones (thioflavones/thiochromones).