A Facile Synthesis of Pechmann Dyes | Zendy

Hopf Henning | Zendy; Jones Peter G. | Zendy; Nicolescu Alina | Zendy; Bicu Elena | Zendy; Birsa Lucian M. | Zendy; Belei Dalila | Zendy

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A Facile Synthesis of Pechmann Dyes

Author(s) -

Hopf Henning,

Jones Peter G.,

Nicolescu Alina,

Bicu Elena,

Birsa Lucian M.,

Belei Dalila

Publication year - 2014

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201400329

Subject(s) - phenacyl , chemistry , combinatorial chemistry , halide , organic chemistry , coumarin , scope (computer science) , computer science , programming language

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.

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