Preparation of N-aryl-4-oxo-4H-1-benzothiopyran-2-acetamides from trilithiated acetoacetanilides and lithiated methyl thiosalicylate
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Acetoacetanilide and substituted acetoacetanilides were trilithiated in excess lithium diisopropylamide, and the polylithiated intermediates were regioselectively condensed with lithiated methyl thiosalicylate, followed by acid cyclization to afford substituted N-aryl-4-oxo-4H-1-benzothiopyran-2-acetamides (thiochromone-2-acetamides).Key words: thiochromones, strong-base multiple anion synthesis, Claisen-type condensation.
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1970 ◽
Vol 19
(2)
◽
pp. 181-187
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1970 ◽
Vol 19
(1)
◽
pp. 50-53
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