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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 16
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Original Articles

Formation of Chromene Analogs of Homophthalates: Investigation of Condensation Products Derived from 2-Hydroxybenzaldehydes and Diethyl 2-Pentenedicarboxylates

Seetharamaiyer Padmanabhan Departments of Biochemical Pharmacology and Medicinal Chemistry, School of Pharmacy, State University of New York at Buffalo, Buffalo, NY, 14260, USA
,
Kaustubh V. Gavaskar Departments of Biochemical Pharmacology and Medicinal Chemistry, School of Pharmacy, State University of New York at Buffalo, Buffalo, NY, 14260, USA
&
David J. Triggle Departments of Biochemical Pharmacology and Medicinal Chemistry, School of Pharmacy, State University of New York at Buffalo, Buffalo, NY, 14260, USA
Pages 3121-3125 | Received 22 Mar 1996, Published online: 21 Aug 2006
 
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Abstract

Condensation of substituted 2-hydroxybenzaldehyde derivatives (1a-1) with diethyl 2-pentenedicarboxylate (2) in the presence of piperidine gave coumarin and / or chromene derivatives. Attempted reaction of 4-N,N-diethylamino-2-hydroxybenzaldehyde (1a) and 2-hydroxy-3-nitrobenzaldehyde (1i) with diethyl 3-phenyl-2-pentenedicarboxylate (5) led to formation of no coumarin or chromene derivative.

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