A Facile Synthesis of Pechmann Dyes

作者:Hopf Henning; Jones Peter G; Nicolescu Alina; Bicu Elena; Birsa Lucian M*; Belei Dalila
来源:Chemistry - A European Journal, 2014, 20(19): 5565-5568.
DOI:10.1002/chem.201400329

摘要

A facile synthesis of Pechmann dyes has been accomplished by the reaction of substituted N-phenacyl-4-dimethylaminopyridinium halides with dimethyl maleate in the presence of DBU. Based on a related 4-DMAP elimination product and an isolated monolactone intermediate a reaction mechanism has been proposed. The scope of this synthetic method is determined by the availability of -haloaroyl or heteroaroyl derivatives. DBU=1,8-diazabicycloundec-7-ene, DMAP=4-dimethylaminopyridine.

  • 出版日期2014-5-5