Visible light-driven photocatalytic generation of sulfonamidyl radicals for alkene hydroamination of unsaturated sulfonamides.

Chem Commun (Camb)

CCNU-uOttawa Joint Research Centre, Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis, Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, China.

Published: June 2018

AI Article Synopsis

  • The study presents a new method for creating sulfonamidyl radicals using visible light, which can then be used for the synthesis of functionalized isoxazolidines through a process called intramolecular alkene hydroamination.
  • This innovative approach combines a base and a photocatalyst to enable oxidative deprotonation electron transfer, simplifying the reaction by eliminating the need for additional oxidants or complex setups.
  • The resulting protocol is noted for being both mild and efficient, making it a promising strategy for building diverse chemical structures.

Article Abstract

A visible light-driven photocatalytic generation of sulfonamidyl radicals, and application to intramolecular alkene hydroamination, has been accomplished, providing a mild and efficient approach to various functionalized isoxazolidines. The success of this protocol is based on the strategy of oxidative deprotonation electron transfer by merging the base and the photocatalyst under visible light irradiation, obviating installation of a photolabile handle or stoichiometric external oxidants.

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http://dx.doi.org/10.1039/c7cc09871eDOI Listing

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