A Palladium Catalyzed Environmentally Benign Acylation

Basuli, Suchand and G, Satyanarayana (2016) A Palladium Catalyzed Environmentally Benign Acylation. Journal of Organic Chemistry, 81 (15). pp. 6409-6423. ISSN 0022-3263

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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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IITH Creators:
IITH CreatorsORCiD
G, SatyanarayanaUNSPECIFIED
Item Type: Article
Subjects: Chemistry > Organic chemistry
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Divisions: Department of Chemistry
Depositing User: Team Library
Date Deposited: 12 Jul 2016 04:59
Last Modified: 02 Aug 2018 06:08
URI: http://raiith.iith.ac.in/id/eprint/2525
Publisher URL: http://dx.doi.org/10.1021/acs.joc.6b01064
OA policy: http://www.sherpa.ac.uk/romeo/issn/0022-3263/
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