Carbene-catalyzed formal [3+3] cycloaddition reaction for access to substituted 2-phenylbenzothiazoles

A carbene-catalyzed oxidative cycloaddition reaction is developed for efficient access to multi-functionalized 2-phenylbenzothiazoles. A broad scope of heavily substituted arenes bearing 2-benzothiazole groups have been prepared in good to excellent yields. The remote C(sp2)–H bond in the substitute...

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Main Authors: Ni, Zhibin, Mou, Chengli, Zhu, Xun, Qi, Puying, Yang, Song, Chi, Robin Yonggui, Jin, Zhichao
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2020
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Online Access:https://hdl.handle.net/10356/137897
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1378972023-02-28T19:56:07Z Carbene-catalyzed formal [3+3] cycloaddition reaction for access to substituted 2-phenylbenzothiazoles Ni, Zhibin Mou, Chengli Zhu, Xun Qi, Puying Yang, Song Chi, Robin Yonggui Jin, Zhichao School of Physical and Mathematical Sciences Science::Chemistry::Organic chemistry 2-Phenylbenzothiazoles N-Heterocyclic Carbene A carbene-catalyzed oxidative cycloaddition reaction is developed for efficient access to multi-functionalized 2-phenylbenzothiazoles. A broad scope of heavily substituted arenes bearing 2-benzothiazole groups have been prepared in good to excellent yields. The remote C(sp2)–H bond in the substituted arene products can be activated by Pd catalysts in regio-selective fashion with the direction of the 2-benzothiazole groups. Accepted version 2020-04-17T07:50:51Z 2020-04-17T07:50:51Z 2019 Journal Article Ni, Z., Mou, C., Zhu, X., Qi, P., Yang, S., Chi, R. Y., & Jin, Z. (2020). Carbene-catalyzed formal [3+3] cycloaddition reaction for access to substituted 2-phenylbenzothiazoles. European Journal of Organic Chemistry, 2020(4), 492-495. doi:10.1002/ejoc.201901773 1434-193X https://hdl.handle.net/10356/137897 10.1002/ejoc.201901773 2-s2.0-85078060100 4 2020 492 495 en European Journal of Organic Chemistry This is the peer reviewed version of the following article: Ni, Z., Mou, C., Zhu, X., Qi, P., Yang, S., Chi, R. Y., & Jin, Z. (2020). Carbene-catalyzed formal [3+3] cycloaddition reaction for access to substituted 2-phenylbenzothiazoles. European Journal of Organic Chemistry, 2020(4), 492-495, which has been published in final form at https://doi.org/10.1002/ejoc.201901773. 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::Organic chemistry
2-Phenylbenzothiazoles
N-Heterocyclic Carbene
spellingShingle Science::Chemistry::Organic chemistry
2-Phenylbenzothiazoles
N-Heterocyclic Carbene
Ni, Zhibin
Mou, Chengli
Zhu, Xun
Qi, Puying
Yang, Song
Chi, Robin Yonggui
Jin, Zhichao
Carbene-catalyzed formal [3+3] cycloaddition reaction for access to substituted 2-phenylbenzothiazoles
description A carbene-catalyzed oxidative cycloaddition reaction is developed for efficient access to multi-functionalized 2-phenylbenzothiazoles. A broad scope of heavily substituted arenes bearing 2-benzothiazole groups have been prepared in good to excellent yields. The remote C(sp2)–H bond in the substituted arene products can be activated by Pd catalysts in regio-selective fashion with the direction of the 2-benzothiazole groups.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Ni, Zhibin
Mou, Chengli
Zhu, Xun
Qi, Puying
Yang, Song
Chi, Robin Yonggui
Jin, Zhichao
format Article
author Ni, Zhibin
Mou, Chengli
Zhu, Xun
Qi, Puying
Yang, Song
Chi, Robin Yonggui
Jin, Zhichao
author_sort Ni, Zhibin
title Carbene-catalyzed formal [3+3] cycloaddition reaction for access to substituted 2-phenylbenzothiazoles
title_short Carbene-catalyzed formal [3+3] cycloaddition reaction for access to substituted 2-phenylbenzothiazoles
title_full Carbene-catalyzed formal [3+3] cycloaddition reaction for access to substituted 2-phenylbenzothiazoles
title_fullStr Carbene-catalyzed formal [3+3] cycloaddition reaction for access to substituted 2-phenylbenzothiazoles
title_full_unstemmed Carbene-catalyzed formal [3+3] cycloaddition reaction for access to substituted 2-phenylbenzothiazoles
title_sort carbene-catalyzed formal [3+3] cycloaddition reaction for access to substituted 2-phenylbenzothiazoles
publishDate 2020
url https://hdl.handle.net/10356/137897
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