N-Heterocyclic carbene catalyzed aza-benzoin reaction for access to α-aminoketone molecules containing benzothiazole fragments

An N-Heterocyclic carbene (NHC) catalyzed aza-benzoin reaction of benzothiazole-2-carboxaldehydes and N-sulfonylimines is reported for the first time. The target benzothiazole-containing aminoketone products bearing different substituents and substitution patterns can be obtained in good to excellen...

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Main Authors:	Li, Wei, Lv, Jie, Chi, Robin Yonggui
Other Authors:	School of Physical and Mathematical Sciences
Format:	Article
Language:	English
Published:	2022
Subjects:	Science::Chemistry N-Heterocyclic Carbene Organocatalysis
Online Access:	https://hdl.handle.net/10356/155081
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Institution:	Nanyang Technological University
Language:	English

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spelling	sg-ntu-dr.10356-1550812023-02-28T19:50:32Z N-Heterocyclic carbene catalyzed aza-benzoin reaction for access to α-aminoketone molecules containing benzothiazole fragments Li, Wei Lv, Jie Chi, Robin Yonggui School of Physical and Mathematical Sciences Science::Chemistry N-Heterocyclic Carbene Organocatalysis An N-Heterocyclic carbene (NHC) catalyzed aza-benzoin reaction of benzothiazole-2-carboxaldehydes and N-sulfonylimines is reported for the first time. The target benzothiazole-containing aminoketone products bearing different substituents and substitution patterns can be obtained in good to excellent yields under mild conditions. Agency for Science, Technology and Research (ASTAR) Ministry of Education (MOE) National Research Foundation (NRF) Accepted version We acknowledge financial support from the National Natural Science Foundation of China (21772029, 21801051, 21961006, 22001173), The 10 Talent Plan (Shicengci) of Guizhou Province ([2016]5649), the Guizhou Province Returned Oversea Student Science and Technology Activity Program [(2014)-2], the Science and Technology Department of Guizhou Province ([2018]2802, [2019]1020, Qiankehejichu-ZK[2021]Key033), the Program of Introducing Talents of Discipline to Universities of China (111 Program, D20023) at Guizhou University, Frontiers Science Center for Asymmetric Synthesis and Medicinal Molecules, Department of Education, Guizhou Province [Qianjiaohe KY (2020)004], the Basic and Applied Research Foundation of Guangdong Province (2019A1515110906), the Guizhou Province First-Class Disciplines Project [(Yiliu Xueke Jianshe Xiangmu)-GNYL(2017)008], Guizhou University of Traditional Chinese Medicine, and Guizhou University (China). Singapore National Research Foundation under its NRF Investigatorship (NRF-NRFI2016-06), the Ministry of Education, Singapore, under its MOE AcRF Tier 1 Award (RG108/16, RG5/19, RG1/18), MOE AcRF Tier 3 Award (MOE2018-T3-1-003), the Agency for Science, Technology and Research (ASTAR) under its A*STAR AME IRG Award (A1783c0008, A1783c0010), GSK-EDB Trust Fund, Nanyang Research Award Grant, Nanyang Technological University. 2022-02-08T05:48:28Z 2022-02-08T05:48:28Z 2021 Journal Article Li, W., Lv, J. & Chi, R. Y. (2021). N-Heterocyclic carbene catalyzed aza-benzoin reaction for access to α-aminoketone molecules containing benzothiazole fragments. Tetrahedron, 94, 132311-. https://dx.doi.org/10.1016/j.tet.2021.132311 0040-4020 https://hdl.handle.net/10356/155081 10.1016/j.tet.2021.132311 2-s2.0-85110291011 94 132311 en NRF-NRFI2016-06 RG108/16 RG5/19 RG1/18 MOE2018-T3-1-003 A1783c0008 A1783c0010 Tetrahedron © 2021 Elsevier Ltd. All rights reserved. This paper was published in Tetrahedron and is made available with permission of Elsevier Ltd. 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 N-Heterocyclic Carbene Organocatalysis
spellingShingle	Science::Chemistry N-Heterocyclic Carbene Organocatalysis Li, Wei Lv, Jie Chi, Robin Yonggui N-Heterocyclic carbene catalyzed aza-benzoin reaction for access to α-aminoketone molecules containing benzothiazole fragments
description	An N-Heterocyclic carbene (NHC) catalyzed aza-benzoin reaction of benzothiazole-2-carboxaldehydes and N-sulfonylimines is reported for the first time. The target benzothiazole-containing aminoketone products bearing different substituents and substitution patterns can be obtained in good to excellent yields under mild conditions.
author2	School of Physical and Mathematical Sciences
author_facet	School of Physical and Mathematical Sciences Li, Wei Lv, Jie Chi, Robin Yonggui
format	Article
author	Li, Wei Lv, Jie Chi, Robin Yonggui
author_sort	Li, Wei
title	N-Heterocyclic carbene catalyzed aza-benzoin reaction for access to α-aminoketone molecules containing benzothiazole fragments
title_short	N-Heterocyclic carbene catalyzed aza-benzoin reaction for access to α-aminoketone molecules containing benzothiazole fragments
title_full	N-Heterocyclic carbene catalyzed aza-benzoin reaction for access to α-aminoketone molecules containing benzothiazole fragments
title_fullStr	N-Heterocyclic carbene catalyzed aza-benzoin reaction for access to α-aminoketone molecules containing benzothiazole fragments
title_full_unstemmed	N-Heterocyclic carbene catalyzed aza-benzoin reaction for access to α-aminoketone molecules containing benzothiazole fragments
title_sort	n-heterocyclic carbene catalyzed aza-benzoin reaction for access to α-aminoketone molecules containing benzothiazole fragments
publishDate	2022
url	https://hdl.handle.net/10356/155081
_version_	1759857980227977216

N-Heterocyclic carbene catalyzed aza-benzoin reaction for access to α-aminoketone molecules containing benzothiazole fragments

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