4.7 Article

in situ Formation of RSCl/ArSeCl and Their Oxidative Coupling with Enaminone Derivatives Under Transition-metal Free Conditions

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 361, Issue 21, Pages 4926-4932

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201900940

Keywords

Diorganyl disulfide; diselenide; PhICl2; Organosulfenyl; Organoselenenyl chloride; Enamine; Oxidative coupling

Funding

  1. National Natural Science Foundation of China [21472136]

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The reaction of diorganyl disulfides or diselenides with PhICl2 in DMF at room temperature led to the in situ formation of the reactive organosulfenyl chloride (RSCl) or selenenyl chloride (ArSeCl), which reacted with enaminone compounds to afford a series of alpha-thioenaminones or alpha-selenylenaminones, respectively, including the bioactive inhibitor for Cdc25B and its analogue, via the intermolecular oxidative C(sp(2))-S/Se cross coupling reactions under metal-free conditions.

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