4.7 Article

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

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 8, Pages 2228-2233

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00175f

Keywords

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Funding

  1. Key Project of Provincial Natural Science Research Foundation of Anhui Universities, China [KJ2020A1195]
  2. Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education [2020KF02]
  3. Innovation and Entrepreneurship Training Program for College Students [202110879033]
  4. Anqing Duo Hui Biotechnology Company [880572]

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This article describes a regioselective cascade cyclization method using vinyl-tethered alkynes to construct 1,2-dihydropyridines. The method has good functional group compatibility, mild conditions, and provides an environmentally friendly approach.
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.

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