Literature DB >> 34197124

A Photocatalytic Regioselective Direct Hydroaminoalkylation of Aryl-Substituted Alkenes with Amines.

Natalia A Larionova1, Jun Miyatake Ondozabal1, Emily G Smith1, Xacobe C Cambeiro2,1.   

Abstract

A photocatalytic method for the α-selective hydroaminoalkylation of cinnamate esters has been developed. The reaction involves the regioselective addition of α-aminoalkyl radicals generated from aniline derivatives or aliphatic amines to the α-position of unsaturated esters. The scope of aromatic alkenes was extended to styrenes undergoing hydroaminoalkylation with anti-Markovnikov selectivity, which confirms the importance of the aromatic group at the β-position. Simple scale-up is demonstrated under continuous flow conditions, highlighting the practicality of the method.

Entities:  

Year:  2021        PMID: 34197124     DOI: 10.1021/acs.orglett.1c01715

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Photocatalytic Hydroaminoalkylation of Styrenes with Unprotected Primary Alkylamines.

Authors:  Hannah E Askey; James D Grayson; Joshua D Tibbetts; Jacob C Turner-Dore; Jake M Holmes; Gabriele Kociok-Kohn; Gail L Wrigley; Alexander J Cresswell
Journal:  J Am Chem Soc       Date:  2021-09-20       Impact factor: 15.419

2.  Regio-, Diastereo-, and Enantioselective Decarboxylative Hydroaminoalkylation of Dienol Ethers Enabled by Dual Palladium/Photoredox Catalysis.

Authors:  Jun Zheng; Nana Tang; Hui Xie; Bernhard Breit
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-16       Impact factor: 16.823

  2 in total

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