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Synthesis of phenylacetic acids under rhodium-catalyzed carbonylation conditions

✍ Scribed by André Giroux; Christian Nadeau; Yongxin Han

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
68 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

Benzyl halides are efficiently carbonylated to phenylacetic acids in the presence of a catalytic amount of the dimer of chloro(1,5-cyclooctadiene)rhodium(I) in formic acid. Under these reaction conditions, sensitive functionalities such as esters and nitriles are tolerated and the phenylacetic acids are obtained in good to high yields.

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Rhodium-catalyzed cyclic carbonylation of 2-ethynylbenzylalcohols 1. under water-gas shift reaction conditions gives selectively 3.isochromanones 2 which are derived from 1 and one molecule each of hydrogen and carbon monoxide with incorporation of the hydroxymethyl group adjacent to the ethynyl gro