Synlett 2017; 28(07): 847-850
DOI: 10.1055/s-0036-1588401
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© Georg Thieme Verlag Stuttgart · New York

Metal-Free Visible-Light-Mediated Desulfurization and Aromatization of Dihydropyrimidine-2-thiones for Synthesis of 2-Unsubstituted Pyrimidines

Tian-Yao Yang
a   Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education China, Gansu 730070, P. R. of China
b   Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Gansu 730070, P. R. of China   Email: wangxicun@nwnu.edu.cn   Email: quanzhengjun@hotmail.com
,
Xi-Cun Wang*
a   Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education China, Gansu 730070, P. R. of China
b   Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Gansu 730070, P. R. of China   Email: wangxicun@nwnu.edu.cn   Email: quanzhengjun@hotmail.com
,
Zheng-Jun Quan*
a   Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education China, Gansu 730070, P. R. of China
b   Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Gansu 730070, P. R. of China   Email: wangxicun@nwnu.edu.cn   Email: quanzhengjun@hotmail.com
› Author Affiliations
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Publication History

Received: 02 November 2016

Accepted after revision: 31 December 2016

Publication Date:
19 January 2017 (online)


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Abstract

The visible-light-mediated aerobic desulfurization and aromatization of Biginelli 3,4-dihydropyrimidine-2(1H)-thiones for a one-step synthesis of 2-unsubstituted pyrimidines was established. The protocol uses molecular oxygen as an inexpensive oxidant, with visible-light irradiation, and eosin B as an organophotoredox catalyst.

Supporting Information