Regioselective Preparation of 2-Phenylethylamines from 1-Phenyl-2-alkylalkynes by Hydroamination/Reduction Sequences
作者:Sven Doye、Andreas Heutling、René Severin
DOI:10.1055/s-2004-834863
日期:——
Ind2TiMe2 is a highly active and general catalyst for the intermolecular hydroamination of alkynes. Particularly impressive is that Ind2TiMe2 makes it possible to perform hydroamination reactions of unsymmetrically substituted 1-phenyl-2-alkylalkynes with primary aryl-, tert-alkyl-, sec-alkyl-, and n-alkylamines in a highly regioselective fashion. Since the initially formed imines can easily be reduced with zinc-modified NaBH3CN, 2-phenylethylamines are accessible in reliable one-pot procedures from 1-phenyl-2-alkylalkynes and primary amines on a 10 mmol scale.
Ind2TiMe2 是炔烃分子间氢化反应的高活性通用催化剂。尤其令人印象深刻的是,Ind2TiMe2 能够以高度区域选择性的方式使不对称取代的 1-苯基-2-烷基炔与伯芳基、叔烷基、仲烷基和正烷基胺发生氢化反应。由于最初形成的亚胺可以很容易地用锌改性的 NaBH3CN 还原,因此可以在 10 毫摩尔的规模上通过可靠的一锅法从 1-苯基-2-烷基炔和伯胺中获得 2-苯基乙胺。