Metal-free regioselective cascade sulfonylation–cyclization of 3-aza-1,5-enynes with sulfur dioxide and aryldiazonium tetrafluoroborates to construct 1,2-dihydropyridines

Radical cascade cyclization of tethered alkynes has emerged as an efficient tool to construct small but complex cyclic compounds. However, it currently relies on aryl or heteroaryl-tethered alkynes to give benzene-fused molecules. Herein, we describe a regioselective cascade cyclization of vinyl-tet...

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Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2022-04, Vol.9 (8), p.2228-2233
Main Authors: Ding, Ran, Yu-Hang, Deng, Luo, Shan, Xue-Feng, Tang, Liu, Lei, Pei-Long, Wang
Format: Article
Language:English
Subjects:
Alkynes
Benzene
Cyclic compounds
Functional groups
Organic chemistry
Regioselectivity
Sulfur
Sulfur dioxide
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Summary:Radical cascade cyclization of tethered alkynes has emerged as an efficient tool to construct small but complex cyclic compounds. However, it currently relies on aryl or heteroaryl-tethered alkynes to give benzene-fused molecules. Herein, we describe a regioselective cascade cyclization of vinyl-tethered alkynes, 3-aza-1,5-enynes. This method features good functional group compatibility and mild conditions and provides an environmentally friendly way to construct 1,2-dihydropyridines.
ISSN:2052-4110
2052-4110
DOI:10.1039/d2qo00175f