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Selective reductive cleavage of 2-(phenylthio)pyrimidines for efficient synthesis of 2-(H)pyrimidines.

Authors :
Oh, Yujin
Lee, Jihong
Shin, Hyunik
Sohn, Jeong-Hun
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Aug2019, Vol. 60 Issue 31, p2074-2077. 4p.
Publication Year :
2019

Abstract

• Synthesis of 2-(H)pyrimidines. • Novel selective reduction of 2-(phenylthio)pyrimidines. • High functionalization. • Wide substrate scope. A reaction method is described for selective reductive cleavage of 2-(phenylthio)pyrimidines using Pd(OAc) 2 and Et 3 SiH to produce 2-(H)pyrimidines. The reaction proceeds efficiently with a wide range of 2-(phenylthio)pyrimidines. Considering the ready availability of 2-(arylthio)pyrimidines derived from oxidative C S cross coupling of 3,4-dihydropyrimidin-1 H -2-thiones (DHPMs), this method unambiguously provides a shortcut to the preparation of 2-(H)pyrimidines with unprecedented diversity. [ABSTRACT FROM AUTHOR]

Subjects

Subjects :
*PYRIMIDINE synthesis

Details

Language :
English
ISSN :
00404039
Volume :
60
Issue :
31
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
137431501
Full Text :
https://doi.org/10.1016/j.tetlet.2019.07.002