Literature DB >> 24700785

A facile synthesis of Pechmann dyes.

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.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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


  1 in total

1.  Formation of diverse polycyclic spirooxindoles via three-component reaction of isoquinolinium salts, isatins and malononitrile.

Authors:  Jing Sun; Guo-Liang Shen; Ying Huang; Chao-Guo Yan
Journal:  Sci Rep       Date:  2017-01-20       Impact factor: 4.379

  1 in total

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