Synthesis of 2-benzyl -substituted anilines via imine condensation-isoaromatization of ()-2-arylidene-3-cyclohexenones and primary amines.

Beilstein J Org Chem

National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials; School of Chemistry and Environment, Yunnan Minzu University, Kunming, China.

Published: July 2024

A catalyst- and additive-free synthesis of 2-benzyl -substituted anilines from ()-2-arylidene-3-cyclohexenones and primary amines has been reported. The reaction proceeds smoothly through a sequential imine condensation-isoaromatization pathway, affording a series of synthetically useful aniline derivatives in acceptable to high yields. Mild reaction conditions, no requirement of metal catalysts, operational simplicity and the potential for scale-up production are some of the highlighted advantages of this transformation.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11228828PMC
http://dx.doi.org/10.3762/bjoc.20.130DOI Listing

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