4.8 Article

K2S2O8/I2-Promoted Electrophilic Selenylative Cyclization To Access Seleno-Benzo[b]azepines

Journal

ORGANIC LETTERS
Volume 24, Issue 12, Pages 2288-2293

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c00387

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Funding

  1. Shandong Provincial Natural Science Foundation [ZR2020QB003]
  2. University Student Innovation and Entrepreneurship Training Program (Yantai University in 2021)

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A novel and simple organoselenium-involved 7-membered cyclization method has been developed for accessing diverse seleno-benzo[b]azepines. The protocol involves an electrophilic cyclization process and is conducted under mild conditions. Mechanistic discussions rationalize the observed regioselectivity in the transformation. Further studies on the transformation of seleno-benzo[b]azepines and large-scale experiments demonstrate promising utility of this methodology.
A novel and simple organoselenium-involved 7-membered cyclization to access diverse seleno-benzo[b]azepines has been developed. This protocol involves an electrophilic cyclization process and is accomplished under mild conditions. Discussion of the mechanism rationalizes the regioselectivity observed in transformation. The studies of further transformation of seleno-benzo[b]azepines and large-scale experiment reveal the promising utility of this methodology.

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