Transamidation for the Synthesis of Primary Amides at Room Temperature

Jiajia Chen, Yuanzhi Xia and Sunwoo Lee*

*Department of Chemistry, Chonnam National University, Gwangju, 61186, Republic of Korea, Email: sunwoochonnam.ac.kr

J. Chen, Y. Xia, S. Lee, Org. Lett., 2020, 22, 3504-3508.

DOI: 10.1021/acs.orglett.0c00958

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Abstract

A metal-free transamidation of tertiary amides bearing an N-electron-withdrawing substituent provides primary amides in good yield in the presence of (NH₄)₂CO₃ in DMSO at 25 °C. In addition, N-tosylated lactam derivatives afforded their corresponding N-tosylamido alkyl amide products.

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Key Words

transamidation

ID: J54-Y2020