AI Article Synopsis

  • The synthesis of versatile indolopyrans through C-C radical-radical cross-coupling is achieved without metals.
  • The process utilizes single electron transfer and cage collapse, allowing for selective coupling using equal amounts of reactants.
  • Additionally, this method has been expanded to functionally synthesize 2,3-dihydrofurans through iodine-mediated oxidative coupling, under mild conditions and rapid reaction rates.

Article Abstract

The synthesis of versatile scaffold indolopyrans based on C-C radical-radical cross-coupling under metal-free conditions is described. The reaction involving single electron transfer between coupling partners followed by cage collapse allows highly selective cross-coupling while employing only equimolar amounts of coupling partners. Moreover, the mechanistic manifold was expanded for the functionalization of enamines to give the stereoselective synthesis of 2,3-dihydrofurans. This iodine-mediated oxidative coupling features mild conditions and fast reaction kinetics.

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Source
http://dx.doi.org/10.1021/acs.orglett.0c01896DOI Listing

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