Michael Additions Catalyzed by a β-Diketiminate-Supported Aluminum Complex.

J Org Chem

School of Chemistry , Monash University, Clayton , Victoria 3800 , Australia.

Published: May 2018

AI Article Synopsis

  • A new aluminum bistriflate complex was identified as a highly efficient Lewis acid catalyst for Michael addition reactions involving electron-rich aromatic substrates and α,β-unsaturated carbonyl compounds.
  • This catalyst outperformed existing methods in almost all tested Michael reactions regarding reaction times, temperatures, catalyst loadings, product yields, and selectivity.
  • The research highlights the effectiveness of the β-diketiminate-supported aluminum complex in improving synthetic processes in organic chemistry.

Article Abstract

A β-diketiminate-supported aluminum bistriflate complex (LAl(OTf)·Na[BAr]; L = CH(CMe)(N-CH-Pr); Tf = OSCF; Ar = 3,5-Cl-CH) has been identified as an efficient Lewis acid catalyst for Michael additions involving numerous electron-rich (hetero)aromatic substrates and several α,β-unsaturated carbonyl compounds. In a vast majority of the attempted Michael reactions our catalytic system was significantly superior over the currently used methods for the same transformations in terms of reaction times and temperatures, catalyst loadings, isolated product yields, and/or selectivity.

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Source
http://dx.doi.org/10.1021/acs.joc.8b00434DOI Listing

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