4.4 Article

Direct benzylation of amines with benzylic alcohols catalyzed by palladium/phosphine-borane catalyst system

Journal

TETRAHEDRON LETTERS
Volume 61, Issue 47, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2020.152537

Keywords

Phosphine-borane; Benzylation; Palladium; Benzylic alcohol; Benzylamine

Funding

  1. JSPS KAKENHI [JP19K05458]
  2. MEXT [JPMXS0422500320]
  3. Advanced Material Science Research Unit Sharing System of Nagasaki University

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Direct catalytic benzylation of amines with benzylic alcohols to give benzylamines has been newly developed by using palladium/phosphine-borane catalyst system. In this catalytic reaction, the linking between both phosphine and borane moieties in the ligand is very important. Hydroxy group of benzylic alcohols is activated by Lewis acidic borane to form a benzylpalladium intermediate which is attacked by amines to give benzylamine products. (C) 2020 Elsevier Ltd. All rights reserved.

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