期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 364, 期 12, 页码 2080-2085出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202200272
关键词
C(sp(3))-H functionalizations; aqueous media; transition-metal-free; radical cyclization
资金
- Fundamental Research Funds for the Provincial Universities of Zhejiang [SJLY2021004]
- Natural Science Foundation of Hunan Province [2020JJ5448]
- Education Foundation of Zhejiang Province [Y202148289]
- Graduate Research and Innovation Foundation of Ningbo University [IF2021136]
In this study, a transition-metal-free radical cyclization of 2-arylbenzoimidazoles with unactivated alkanes in aqueous media is presented. By using di-tert-butyl peroxide (DTBP) to promote the C(sp(3))-H bond functionalization, various benzimidazo[2,1-a]isoquinolin-6(5H)-ones can be assembled. This strategy not only tolerates a wide range of alkanes and toluene derivatives, but also provides an approach for the functionalization of unactivated C(sp(3))-H bonds in aqueous media under transition-metal-free systems.
Here we present a transition-metal-free radical cyclization of 2-arylbenzoimidazoles with unactivated alkanes. By using di-tert-butyl peroxide (DTBP) to promote the C(sp(3))-H bond functionalization, this approach enables assembly of various benzimidazo[2,1-a]isoquinolin-6(5H)-ones in aqueous media. This strategy can not only well tolerate a wide range of cyclic alkanes, straight-chain alkanes, toluene derivatives, as well as pharmaceutical molecule eudesmol, but also provides an approach for the functionalization of unactivated C(sp(3))-H bonds in aqueous media under transition-metal-free systems.
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