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Org Lett. 2016 Oct 7;18(19):5154-5157. Epub 2016 Sep 28.

Dehydrosulfurative C-N Cross-Coupling and Concomitant Oxidative Dehydrogenation for One-Step Synthesis of 2-Aryl(alkyl)aminopyrimidines from 3,4-Dihydropyrimidin-1H-2-thiones.

Author information

1
Department of Chemistry, College of Natural Sciences, Chungnam National University , Dajeon 305-706, Korea.
2
Yonsung Fine Chemicals R&D Center , Suwon 443-380 Korea.
3
Department of Chemistry, KAIST , Daejeon 305-701 Korea.

Abstract

A method for the synthesis of 2-aryl(alkyl)aminopyrimidines from readily available 3,4-dihydropyrimidin-1H-2-thiones (DHPMs) via dehydrosulfurative C-N cross-coupling and concomitant oxidative dehydrogenation under a Pd/Cu catalytic system is described. This reaction protocol provides unprecedented diversity of fully substituted 2-aryl(alkyl)aminopyrimidines in a single step from a wide range of DHPMs and amine coupling partners.

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