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Bi(OTf)3-Catalyzed One-Step Catalytic Synthesis of N-Boc or N-Cbz Protected α-Branched Amines

Author:
Jaratjaroonphong, Jaray, Tuengpanya, Surisa, Ruengsangtongkul, Sureeporn
Source:
Journal of organic chemistry 2015 v.80 no.1 pp. 559-567
ISSN:
1520-6904
Subject:
aldehydes, amines, bismuth, catalysts, chemical reactions, chemical structure, heterocyclic compounds, organic chemistry
Abstract:
In this paper, N-Boc and N-Cbz protected α-branched amines are synthesized directly from commercially available aromatic/heteroaromatic compounds, aldehydes, and tert-butyl or benzyl carbamate bearing a variety of substituents. Bismuth(III) triflate is found to be a highly effective catalyst for this one-pot, three-component coupling reaction. In addition, the use of mild reaction conditions, low catalytic loading, easy removal of the N-protective group, and one-step synthesis under “open-flask” are advantages of the present procedure.
Agid:
5503566