A Photocatalytic Regioselective Direct Hydroaminoalkylation of Aryl-Substituted Alkenes with Amines
2021; American Chemical Society; Volume: 23; Issue: 14 Linguagem: Inglês
10.1021/acs.orglett.1c01715
ISSN1523-7060
AutoresН. И. Ларионова, Jun Miyatake Ondozabal, Emily G. Smith, Xacobe C. Cambeiro,
Tópico(s)Sulfur-Based Synthesis Techniques
ResumoA 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.
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