Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2020, Issue 4, Pages 492-495Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201901773
Keywords
2-Phenylbenzothiazoles; N-heterocyclic carbene; Benzene construction; Remote C(sp2-H) activation; Directing groups
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Funding
- National Natural Science Foundation of China [21772029, 21801051, 21961006]
- National Key Technologies RD Program [2014BAD23B01]
- 10 Talent Plan (Shicengci) of Guizhou Province [[2016]5649]
- Natural Science Foundation of Guizhou Province [[2018]2802]
- Guizhou University
- Guizhou Province First-Class Disciplines Project (Yiliu Xueke Jianshe Xiangmu) [GNYL(2017)008]
- Guizhou University of Traditional Chinese Medicine (China)
- Singapore National Research Foundation [NRF-NRFI2016-06]
- Ministry of Education of Singapore [MOE2016-T2-1-032, MOE2018-T3-1-003, RG108/16, RG1/18]
- A*STAR Individual Research Grant [A1783c0008, A1783c0010]
- GSK-EDB Trust Fund
- Nanyang Technological University
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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(sp(2))-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.
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