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

作者：Majumdar K C^*; Ansary Inul; Samanta Srikanta; Roy Brindaban

来源：Synlett, 2011, (5): 694-698.

DOI：10.1055/s-0030-1259534

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

4-Carboxyalkyl-8-formyl coumarins have been synthesized from 2-hydroxybenzaldehydes via vinyltriphenylphosphonium salt mediated aromatic electrophilic substitution in good yields. The vinyltriphenylphosphonium salt is generated in situ by protonation of the reactive 1:1 intermediate produced by the reaction of triphenylphosphine and dialkyl acetylenedicarboxylate with 2-hydroxybenzaldehydes.

• 出版日期2011-3