Tin(II) Chloride-Catalyzed Direct Esterification and Amidation of tert-Butyl Esters Using α,α-Dichlorodiphenylmethane Under Mild Conditions

Van Hieu Tran, Anh Thu Nguyen and Hee-Kwon Kim*

*Department of Nuclear Medicine, Jeonbuk National University Medical School and Hospital, Jeonju 54907, Republic of Korea, Email: hkkim717jbnu.ac.kr

V. H. Tran, A. T. Nguyen, H.-K. Kim, J. Org. Chem., 2023, 88, 13291-13302.

DOI: 10.1021/acs.joc.3c01588

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Abstract

Reactions of tert-butyl esters with α,α-dichlorodiphenylmethane as the chlorinating agent and SnCl₂ as catalyst generate acid chloride intermediates in situ, that were subsequently used in reactions with a variety of alcohols and amines to afford the corresponding esters and amides in high yields under mild reaction conditions.

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Key Words

tert-butyl esters, transesterifications, amidations

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ID: J42-Y2023