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碘介导的脱羧偶联反应:由α-氨基酸和亚磺酸钠合成β-磺酰基烯胺/2,3-二芳基硫代吡咯

Iodine-mediated decarboxylative coupling to synthesize β-sulfonyl-ene-amines/2,3-diarythio-pyrroles from α-amino acids and sodium sulfinates.

作者信息

Yang Xiaodong, Yang Feng, Zhang Xiaoya

机构信息

Hubei Key Laboratory of Processing and Application of Catalytic Materials, College of Chemistry and Chemical Engineering, Huanggang Normal University, Huanggang 438000, P. R. China.

出版信息

Org Biomol Chem. 2024 Sep 18;22(36):7321-7326. doi: 10.1039/d4ob01149j.

DOI:10.1039/d4ob01149j
PMID:39171619
Abstract

A novel process has been developed for the selective synthesis of β-sulfonyl-enamines and 2,3-diarylthiopyrroles. This process utilizes the decarboxylative coupling and β-C(sp)-H functionalization of α-amino acids. In this reaction, iodine functions dually as a tandem catalyst to initiate the decarboxylation of α-amino acids and as an oxidant to facilitate the formation of organic sulfides. This innovative approach not only simplifies the synthesis but also enhances the yield and selectivity of the desired products.

摘要

已开发出一种用于选择性合成β-磺酰基烯胺和2,3-二芳基硫代吡咯的新方法。该方法利用α-氨基酸的脱羧偶联和β-C(sp)-H官能化反应。在该反应中,碘兼具双重功能,既是引发α-氨基酸脱羧反应的串联催化剂,又是促进有机硫化物形成的氧化剂。这种创新方法不仅简化了合成过程,还提高了目标产物的产率和选择性。

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