Synthesis 1985; 1985(9): 894-896
DOI: 10.1055/s-1985-31376
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Alkylation of 4-Hydroxycoumarins by Ketone Mannich Bases. Synthesis of 4-Hydroxy-2-oxo-3-(3-oxoalkyl)-2H-1-benzopyrans

Pierfrancesco Bravo* , Calimero Ticozzi, Giancarlo Cavicchio
  • *C.N.R.-Centro Studio Sostanze Organiche Naturali, Dipartimento di Chimica, Politecnico di Milano, Piazza Leonardo da Vinci 32, I-20133 Milano, Italy
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Publication History

Publication Date:
27 September 2002 (online)

The reaction of 4-hydroxycoumarins with 2-dimethylaminoethyl ketones or with dimethylamine + vinyl ketones affords 4-hydroxy-2-oxo-3-(3-oxoalkyl)-2H-1-benzopyrans which undergo carbonyl olefination with methylenetriphenylphosphorane to give 3-(3-butenyl)-4-hydroxy-2-oxo-2H-1-benzopyrans [3-(3-butenyl)-4-hydroxycoumarins].

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