Basuli, Suchand and G, Satyanarayana
(2016)
A Palladium Catalyzed Environmentally Benign Acylation.
Journal of Organic Chemistry, 81 (15).
pp. 6409-6423.
ISSN 0022-3263
Abstract
Recent trends in research have gained an orientation towards developing efficient strategies using innocuous reagents. The earlier reported transition-metal catalyzed carbonylations involved either toxic carbon monoxide (CO) gas as carbonylating agent or functional group assisted ortho sp2 C-H activation (i.e. ortho acylation) or carbonylation by the activation of carbonyl group (i.e. via the formation of enamines). Contradicting to these methods, here we describe an environmentally benign process, [Pd]-catalyzed direct carbonylation starting from simple and commercially available iodo arenes and aldehydes, for the synthesis of a wide variety of ketones. Moreover, this method comprises direct coupling of iodo-arenes with aldehydes without the activation of carbonyl and also without directing group assistance. Significantly, the strategy was successfully applied to the synthesis n-butylphthalide and pitofenone.
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