| Literature DB >> 24700785 |
Henning Hopf1, Peter G Jones, Alina Nicolescu, Elena Bicu, Lucian M Birsa, Dalila Belei.
Abstract
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 α-haloaroyl or heteroaroyl derivatives. DBU=1,8-diazabicycloundec-7-ene, DMAP=4-dimethylaminopyridine.Entities:
Keywords: Michael addition; Pechmann lactones; dimethylaminopyridine; dyes/pigments; ylids
Year: 2014 PMID: 24700785 DOI: 10.1002/chem.201400329
Source DB: PubMed Journal: Chemistry ISSN: 0947-6539 Impact factor: 5.236