Carbene-catalyzed N,N-nucleophilic activation of thioureas for access to pyrimidinthione derivatives

Carbene-catalyzed N,N-nucleophilic activation of thioureas for access to pyrimidinthione derivatives

An N-heterocyclic carbene-catalyzed [3+3] cycloaddition reaction of acylthioureas with ynals is reported. Both N atoms in the thiourea substrate are activated as nucleophiles and incorporated inside the ring system of the product. Pyrimidinthione derivatives bearing various substituents and substitu...

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Main Authors: Cao, Liya, Li, Tingting, Chi, Robin Yonggui, Jin, Zhichao
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2021
Subjects:
Science::Chemistry
Nucleophilic Addition
Organocatalysis
Online Access:https://hdl.handle.net/10356/148229
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1482292023-02-28T19:25:50Z Carbene-catalyzed N,N-nucleophilic activation of thioureas for access to pyrimidinthione derivatives Cao, Liya Li, Tingting Chi, Robin Yonggui Jin, Zhichao School of Physical and Mathematical Sciences Science::Chemistry Nucleophilic Addition Organocatalysis An N-heterocyclic carbene-catalyzed [3+3] cycloaddition reaction of acylthioureas with ynals is reported. Both N atoms in the thiourea substrate are activated as nucleophiles and incorporated inside the ring system of the product. Pyrimidinthione derivatives bearing various substituents and substitution patterns are afforded as the products in moderate to good yields. Ministry of Education (MOE) National Research Foundation (NRF) Accepted version 2021-06-04T07:07:54Z 2021-06-04T07:07:54Z 2021 Journal Article Cao, L., Li, T., Chi, R. Y. & Jin, Z. (2021). Carbene-catalyzed N,N-nucleophilic activation of thioureas for access to pyrimidinthione derivatives. Asian Journal of Organic Chemistry, 10(5), 1090-1093. https://dx.doi.org/10.1002/ajoc.202100113 2193-5815 0000-0003-3003-6437 https://hdl.handle.net/10356/148229 10.1002/ajoc.202100113 2-s2.0-85103543728 5 10 1090 1093 en Asian Journal of Organic Chemistry This is the peer reviewed version of the following article: Cao, L., Li, T., Chi, R. Y. & Jin, Z. (2021). Carbene-catalyzed N,N-nucleophilic activation of thioureas for access to pyrimidinthione derivatives. Asian Journal of Organic Chemistry, 10(5), 1090-1093. https://dx.doi.org/10.1002/ajoc.202100113, which has been published in final form at https://doi.org/10.1002/ajoc.202100113. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Nucleophilic Addition
Organocatalysis
spellingShingle Science::Chemistry
Nucleophilic Addition
Organocatalysis
Cao, Liya
Li, Tingting
Chi, Robin Yonggui
Jin, Zhichao
Carbene-catalyzed N,N-nucleophilic activation of thioureas for access to pyrimidinthione derivatives
description An N-heterocyclic carbene-catalyzed [3+3] cycloaddition reaction of acylthioureas with ynals is reported. Both N atoms in the thiourea substrate are activated as nucleophiles and incorporated inside the ring system of the product. Pyrimidinthione derivatives bearing various substituents and substitution patterns are afforded as the products in moderate to good yields.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Cao, Liya
Li, Tingting
Chi, Robin Yonggui
Jin, Zhichao
format Article
author Cao, Liya
Li, Tingting
Chi, Robin Yonggui
Jin, Zhichao
author_sort Cao, Liya
title Carbene-catalyzed N,N-nucleophilic activation of thioureas for access to pyrimidinthione derivatives
title_short Carbene-catalyzed N,N-nucleophilic activation of thioureas for access to pyrimidinthione derivatives
title_full Carbene-catalyzed N,N-nucleophilic activation of thioureas for access to pyrimidinthione derivatives
title_fullStr Carbene-catalyzed N,N-nucleophilic activation of thioureas for access to pyrimidinthione derivatives
title_full_unstemmed Carbene-catalyzed N,N-nucleophilic activation of thioureas for access to pyrimidinthione derivatives
title_sort carbene-catalyzed n,n-nucleophilic activation of thioureas for access to pyrimidinthione derivatives
publishDate 2021
url https://hdl.handle.net/10356/148229
_version_ 1759858384836755456

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