Divergent strategy for the chemoselective synthesis of N-Arylbenzimidazoles and N-Arylindazoles from arylamino oximes

An efficient and divergent synthesis of N-arylbenzimidazoles and N-arylindazoles from arylamino oximes based on reaction conditions selection was developed. The synthesis was approached by treating oximes with BTC and the chemoselectivity was regulated by the amount of Et3N. This switchable N–N and...

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Veröffentlicht in:Tetrahedron 2020-02, Vol.76 (8), p.130945, Article 130945
Hauptverfasser: Li, Zhen-Hua, Sun, Xiao-Meng, Qin, Jin-Jing, Tan, Zhi-Yong, Wang, Wen-Biao, Ma, Yao
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Sprache:eng
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Zusammenfassung:An efficient and divergent synthesis of N-arylbenzimidazoles and N-arylindazoles from arylamino oximes based on reaction conditions selection was developed. The synthesis was approached by treating oximes with BTC and the chemoselectivity was regulated by the amount of Et3N. This switchable N–N and N–C bond formation process features mild reaction conditions, simple execution, high chemoselectivity and broad substrate scope. [Display omitted] •A divergent synthesis of N-arylbenzimidazoles and N-arylindazoles from arylamino oximes based on reaction conditions selection was developed.•This switchable hectorcycle formation process features mild reaction conditions, simple execution, high chemoselectivity and broad substrate scope.•The chemoselectivity of this synthesis was regulated by the amount of Et3N.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2020.130945