Journal
TETRAHEDRON LETTERS
Volume 55, Issue 10, Pages 1829-1834Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.01.132
Keywords
Bismuth(0); Bismuth(III) chloride; Catalysis; Direct reductive amination; Triethylsilane
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Funding
- Waseda University
- MEXT, Japan [2105, 25293003]
- Grants-in-Aid for Scientific Research [21106009, 21106001, 25293003] Funding Source: KAKEN
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Direct reductive amination (DRA) using triethylsilane (TESH) and catalytic bismuth(III) chloride (BiCl3) is described for the first time. The use of TESH and BiCl3 provides easy handling, low cost, non-toxicity, and a mild Lewis acid activity, thereby meeting the demand for green and sustainable chemistry. The developed DRA is highly chemoselective and applicable to less-basic amines. The experimental results of this study revealed that the developed DRA could be catalyzed by BiCl3, which was gradually reduced to Bi(0) or bismuth with a low valency by TESH, but TESCl, Bi(0), and Bi(0) with TESCl catalyzed the DRA to some extent. (C) 2014 Elsevier Ltd. All rights reserved.
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