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DOI: 10.1055/a-1890-7743
Radical Cyclization of N-Methacryloyl-2-arylbenzoimidazoles with Nitriles, Ketones, and tert-Butyl Nitrite under Mild Conditions
We thank the Fundamental Research Funds for the Provincial Universities of Zhejiang (SJLY2021004), Education Foundation of Zhejiang Province (Nos. Y202148290; Y202146200), and the Natural Science Foundation of Hunan Province (No. 2020JJ5448).
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Abstract
A method for radical cyclization of N-methacryloyl-2-arylbenzoimidazoles with nitriles, ketones, and tert-butyl nitrite (TBN) for the preparation of benzimidazo[2,1-a]isoquinolin-6(5H)-ones with the advantage of mild reaction conditions, excellent functional group compatibility, and broad substrate scope is reported. The present strategy has favorable characteristics: (1) the use of cheap metal catalysis; (2) N-radical-initiated cyclization of N-methacryloyl-2-arylbenzoimidazoles; and (3) rare example of radical C(sp3)–H functionalization in this cyclization.
Key words
green synthesis - cheap metal catalysis - C(sp3)–H functionalization - radical cyclizationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1890-7743.
- Supporting Information
Publication History
Received: 25 May 2022
Accepted after revision: 03 July 2022
Accepted Manuscript online:
03 July 2022
Article published online:
22 August 2022
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