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One-Pot Carbon-Chain Extension for Nervonic/Carboxylic Acid Synthesis with the Assistance of Microwaves and Lithium Chloride

Cheng Wang, Jin Su, Yimeng Li, Shengfang Gao, Xiaojie Huo, Bingqing Yi*, Guodong Zhao*, Haimin Lei*

*School of Chinese Materia Medica, Beijing University of Chinese Medicine, Beijing 102488, P. R. of China, Email: 202001036bucm.edu.cn

C. Wang, J. Su, Y. Li, S. Gao, X. Huo, B. Yi, G. Zhao, Synlett, 2023, 34, 1033-1036.

DOI: 10.1055/a-2017-4232


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Abstract

A mild, green, and convenient one-pot carbon-chain extension of carboxylic acids with the assistance of microwaves and lithium chloride avoids the use of corrosive reagents, is tremendously faster than previously methods, and was free of configurational isomerization. Notably, LiCl played a dual role in the Krapcho decarboxylation and subsequent ester hydrolysis under neutral conditions.

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Key Words

microwave synthesis, lithium chloride, methylcarboxylation, decarboxylation, carbon-chain extension, nervonic acid, homologations


ID: J72-Y2023