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Copper‐Catalyzed Decarboxylative CN Triple Bond Formation: Direct Synthesis of Benzonitriles from Phenylacetic Acids Under O 2 Atmosphere
Author(s) -
Feng Qiang,
Song Qiuling
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400205
Subject(s) - chemistry , decarboxylation , medicinal chemistry , catalysis , benzonitrile , functional group , photochemistry , organic chemistry , stereochemistry , polymer
The front cover picture , provided by Qiang Feng and Qiuling Song, illustrates a coppercatalyzed reaction of phenylacetic acids and urea to afford benzonitriles under an oxygen atmosphere. This reaction proceeds smoothly by a sequence of decarboxylation, dioxygen activation, CH bond functionalization, and nitrile formation with urea as the nitrogen source. Molecular oxygen was found to play a crucial role in this transformation. This reaction represents a novel protocol for the formation of benzonitriles in an environmental friendly way and with good functional group tolerability, as reported in the communication on pages 1697–1702 (Q. Feng, Q. Song, Adv. Synth. Catal. 2014, 356, 1697–1702; DOI: 10.1002/adsc.201301001 ).