Visible-Light-Promoted C(sp3)–H Bond Functionalization toward Aminothiazole Skeletons from Active Methylene Ketones and Thioureas

Renhua Zheng; Xiurong Hu; Huajiang Jiang; Haichang Guo; Lei Wang

doi:10.1055/a-2035-2873

Synthesis, Table of Contents

Synthesis 2023; 55(13): 2091-2098
DOI: 10.1055/a-2035-2873

paper

Special Issue Honoring Prof. Guoqiang Lin's Contributions to Organic Chemistry

Visible-Light-Promoted C(sp³)–H Bond Functionalization toward Aminothiazole Skeletons from Active Methylene Ketones and Thioureas

Renhua Zheng

^aSchool of Pharmaceutical and Chemical Engineering, Taizhou University, Shifu Avenue 1139, Jiaojiang, 318000, P. R. of China

,

Xiurong Hu

^aSchool of Pharmaceutical and Chemical Engineering, Taizhou University, Shifu Avenue 1139, Jiaojiang, 318000, P. R. of China

^bDepartment of Chemistry, Zhejiang Sci-Tech University, 2 Street 928, Hangzhou, 310018, P. R. of China

,

Huajiang Jiang

^aSchool of Pharmaceutical and Chemical Engineering, Taizhou University, Shifu Avenue 1139, Jiaojiang, 318000, P. R. of China

,

Haichang Guo∗

^aSchool of Pharmaceutical and Chemical Engineering, Taizhou University, Shifu Avenue 1139, Jiaojiang, 318000, P. R. of China

,

Lei Wang ∗

^aSchool of Pharmaceutical and Chemical Engineering, Taizhou University, Shifu Avenue 1139, Jiaojiang, 318000, P. R. of China

^cAdvanced Research Institute and School of Pharmaceutical Sciences, Taizhou University, Shifu Avenue 1139, Jiaojiang, 318000, P. R. of China

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Abstract

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This paper is dedicated to Professor Guoqiang Lin on the occasion of his 80^th birthday.

Abstract

A novel and efficient visible-light-induced method is developed for the one-pot synthesis of functionalized 2-aminothiazoles from easily accessible active methylene ketone derivatives and different thioureas at room temperature. The mild reaction conditions, green chemistry, straightforward work-up, and high yields of the products make this procedure useful for the construction of 2-aminothiazole derivatives.

Key words

photocatalysis - 2-aminothiazoles - cyclization - free-radical reaction - heterocyclic compounds

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References

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