Radical Esterification of Unactivated Alkenes Using Formate as Carbonyl Source.

J Org Chem

College of Chemistry and Institute of Green Catalysis, Zhengzhou University, Zhengzhou 450001, PR China.

Published: April 2022

In recent years, methyl formate has received considerable attention as an ideal and green C1 building block to synthesize carboxylic esters. However, examples of a one-step route to esters with one-carbon elongation using methyl formate as a source of methoxycarbonyl radical are still rare. Herein, we present peroxide-induced radical carbonylation of -(2-methylallyl)benzamides with methyl formate as the precursor of methoxycarbonyl radical and RuCl as catalyst, affording a series of biologically valuable 4-[(methoxycarbonyl)methyl]-3,4-dihydroisoquinolinones with good tolerance and insensitivity to moisture in one pot under simple and mild conditions.

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http://dx.doi.org/10.1021/acs.joc.1c02808DOI Listing

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