Larionova Natalia A, Ondozabal Jun Miyatake, Smith Emily G, Cambeiro Xacobe C
Department of Chemistry, School of Biological and Chemical Sciences, Queen Mary University of London, Mile End Road, London, E1 4NS, United Kingdom.
School of Science, University of Greenwich. Chatham Maritime, ME4 4TB, United Kingdom.
Org Lett. 2021 Jul 16;23(14):5383-5388. doi: 10.1021/acs.orglett.1c01715. Epub 2021 Jul 1.
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.
已开发出一种用于肉桂酸酯α-选择性氢氨烷基化的光催化方法。该反应涉及将由苯胺衍生物或脂肪族胺生成的α-氨基烷基自由基区域选择性地加成到不饱和酯的α位。芳香烯烃的范围扩展到了以反马氏选择性进行氢氨烷基化的苯乙烯,这证实了β位芳香基团的重要性。在连续流动条件下展示了简单的放大过程,突出了该方法的实用性。