Carbene-catalyzed selective addition of isothioureas to enals for access to sulphur-containing 5,6-dihyropyrimidin-4-ones

Rakesh Maiti; Jun Xu; Jia Lei Yan; Bivas Mondal; Xing Yang; Huifang Chai; Lin Hao; Zhichao Jin; Yonggui Robin Chi

doi:10.1039/d0qo01380c

Carbene-catalyzed selective addition of isothioureas to enals for access to sulphur-containing 5,6-dihyropyrimidin-4-ones

Rakesh Maiti, Jun Xu, Jia Lei Yan, Bivas Mondal, Xing Yang, Huifang Chai^*, Lin Hao, Zhichao Jin, Yonggui Robin Chi

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

14 Citations (Scopus)

Abstract

A carbene-catalyzed addition reaction between isothioureas and enals under oxidative conditions is reported. The key steps of our reactions involve the formation of two carbon-nitrogen bonds in a highly regio-selective manner. A variety of sulphur-containing 5,6-dihydropyrimidin-4-ones are obtained with high optical purity.

Original language	English
Pages (from-to)	743-747
Number of pages	5
Journal	Organic Chemistry Frontiers
Volume	8
Issue number	4
DOIs	https://doi.org/10.1039/d0qo01380c
Publication status	Published - Feb 21 2021
Externally published	Yes

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© the Partner Organisations.

ASJC Scopus Subject Areas

Organic Chemistry

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abstract = "A carbene-catalyzed addition reaction between isothioureas and enals under oxidative conditions is reported. The key steps of our reactions involve the formation of two carbon-nitrogen bonds in a highly regio-selective manner. A variety of sulphur-containing 5,6-dihydropyrimidin-4-ones are obtained with high optical purity.",

author = "Rakesh Maiti and Jun Xu and Yan, {Jia Lei} and Bivas Mondal and Xing Yang and Huifang Chai and Lin Hao and Zhichao Jin and Chi, {Yonggui Robin}",

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AU - Maiti, Rakesh

AU - Xu, Jun

AU - Yan, Jia Lei

AU - Mondal, Bivas

AU - Yang, Xing

AU - Chai, Huifang

AU - Hao, Lin

AU - Jin, Zhichao

AU - Chi, Yonggui Robin

PY - 2021/2/21

Y1 - 2021/2/21

N2 - A carbene-catalyzed addition reaction between isothioureas and enals under oxidative conditions is reported. The key steps of our reactions involve the formation of two carbon-nitrogen bonds in a highly regio-selective manner. A variety of sulphur-containing 5,6-dihydropyrimidin-4-ones are obtained with high optical purity.

AB - A carbene-catalyzed addition reaction between isothioureas and enals under oxidative conditions is reported. The key steps of our reactions involve the formation of two carbon-nitrogen bonds in a highly regio-selective manner. A variety of sulphur-containing 5,6-dihydropyrimidin-4-ones are obtained with high optical purity.

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U2 - 10.1039/d0qo01380c

DO - 10.1039/d0qo01380c

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JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 4

ER -

Carbene-catalyzed selective addition of isothioureas to enals for access to sulphur-containing 5,6-dihyropyrimidin-4-ones

Abstract

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