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tert-Butyl peroxide (TBHP)/KI-mediated dual C(sp2)-H bond amination of arylamines with α-diazo carbonyls toward 1,2,4-benzotriazines

Abstract

A new radical-induced dehydrogenative heterocyclization of arylamines with α-diazo carbonyls has been established under metal-free oxidative conditions, enabling two-fold C(sp2)-H bond amination to access a wide range of functionalized 1,2,4-triazine derivatives with generally good yields by combining KI/tert-butyl peroxide (TBHP). The present protocol features wide substrate scope, commercial accessibility, and mild reaction conditions. Mechanistic details of this radical process are rendered by conducting systematic theoretical calculations

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Publication details

The article was received on 15 Sep 2019, accepted on 11 Oct 2019 and first published on 11 Oct 2019


Article type: Communication
DOI: 10.1039/C9CC07236E
Chem. Commun., 2019, Accepted Manuscript

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    tert-Butyl peroxide (TBHP)/KI-mediated dual C(sp2)-H bond amination of arylamines with α-diazo carbonyls toward 1,2,4-benzotriazines

    B. Jiang, T. Zhang, H. Zhang, R. Fu, J. Wang, W. Hao and S. Tu, Chem. Commun., 2019, Accepted Manuscript , DOI: 10.1039/C9CC07236E

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