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Ynamide-Mediated Thionoester and Dithioester Syntheses

Chaochao Yao, Jinhua Yang, Xiaobiao Lu, Shuyu Zhang and Junfeng Zhao*

*College of Chemistry & Chemical Engineering, Jiangxi Normal University, Nanchang 330022, China, Email: zhaojfgzhmu.edu.cn

C. Yao, J. Yang, X. Lu, S. Zhang, J. Zhao, Org. Lett., 2020, 22, 6628-6631.

DOI: 10.1021/acs.orglett.0c02402


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Abstract

Selective addition reactions of various monothiocarboxylic acids to the ynamide MYTsA furnish α-thioacyloxyenamides. A subsequent transesterification with alcohols or thiols affords thionoesters and dithioesters, respectively. The method offers broad substrate scope, mild reaction conditions, and good yields.

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preparation of thioacids

synthesis of α-thioacyloxyenamides



Ynamide-Mediated Thioamide and Primary Thioamide Syntheses

C. Wang, C. Han, J. Yan, Z. Zhang, Y. Zhao, J. Zhao, J. Org. Chem., 2022, 87, 5620-5629.


Key Words

Thionoester, Dithioester


ID: J54-Y2020