Abstract <p>A switchable ruthenium-catalyzed C–H alkylation/alkenylation of 2-(hetero)aryl-substituted 1-methylperimidines with acrylic esters was developed, utilizing the perimidine moiety as an <i>N</i>-donor directing group. Employing commercially available, air-stable [RuCl<sub>2</sub>(<i>p-</i>cymene)]<sub>2</sub> as the precatalyst affords the C–H functionalization products in high yields. The reaction selectivity is governed by the additive: Cu(OAc)<sub>2</sub> promotes alkenylation, whereas AgTFA favors alkylation.</p>

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Additive-Switchable Alkylation/Alkenylation of 2-(Hetero)aryl-1-methylperimidines under Ruthenium Catalysis

  • I. G. Gnatiuk,
  • A. A. Aleksandrov,
  • K. E. Shepelenko,
  • V. M. Chernyshev

摘要

Abstract

A switchable ruthenium-catalyzed C–H alkylation/alkenylation of 2-(hetero)aryl-substituted 1-methylperimidines with acrylic esters was developed, utilizing the perimidine moiety as an N-donor directing group. Employing commercially available, air-stable [RuCl2(p-cymene)]2 as the precatalyst affords the C–H functionalization products in high yields. The reaction selectivity is governed by the additive: Cu(OAc)2 promotes alkenylation, whereas AgTFA favors alkylation.