使用有机三氟硼酸盐的铃木-宫浦氨乙基化反应的范围

Scope of the Suzuki-Miyaura aminoethylation reaction using organotrifluoroborates.

作者信息

Molander Gary A, Jean-Gérard Ludivine

机构信息

Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.

出版信息

J Org Chem. 2007 Oct 26;72(22):8422-6. doi: 10.1021/jo7015955. Epub 2007 Oct 4.

DOI:10.1021/jo7015955

PMID:17915931

Abstract

Potassium beta-aminoethyltrifluoroborates were prepared in good yields via hydroboration of the corresponding enecarbamates using the Snieckus hydroborating reagent. A wide variety of phenethylamines containing a potentially free primary amine after appropriate deprotection have been successfully prepared in good yield using these organotrifluoroborates as partners in Suzuki-Miyaura coupling with aryl bromides, iodides, and triflates.

摘要

通过使用斯涅库斯硼氢化试剂对相应的烯胺基甲酸酯进行硼氢化反应，以良好的产率制备了β-氨基乙基三氟硼酸钾。使用这些有机三氟硼酸盐作为与芳基溴化物、碘化物和三氟甲磺酸酯进行铃木-宫浦偶联反应的伙伴，在适当脱保护后，已成功以良好的产率制备了多种含有潜在游离伯胺的苯乙胺。