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Aromatic Electrophilic Substitution vs. Intramolecular Wittig Reaction: Vinyltriphenylphosphonium Salt Mediated Synthesis of 4-Carboxyalkyl-8-formyl Coumarins

K. C. Majumdar*, Inul Ansary, Srikanta Samanta, Brindaban Roy

*Department of Chemistry, University of Kalyani, Kalyani 741235, W.B., India, Email: kcm_kuyahoo.co.in

K. C. Majumdar, I. Ansary, S. Samanta, B. Roy, Synlett, 2011, 694-698.

DOI: 10.1055/s-0030-1259534


Abstract

4-Carboxyalkyl-8-formyl coumarins can be synthesized from 2-hydroxybenzaldehydes, triphenylphosphine and dialkyl acetylenedicarboxylate in good yields via vinyltriphenylphosphonium salt mediated aromatic electrophilic substitution.

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Key Words

4-carboxyalkyl-8-formyl coumarin, coumarins, diethyl acetylenedicarboxylate, dimethyl acetylenedicarboxylate (DMAD), 2-hydroxybenzaldehyde, vinyltriphenylphosphonium salt, aromatic electrophilic substitution


ID: J60-Y2011-0760