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.
Green Synthesis and Antiinflammatory Studies of a Series of 1,1-Bis(heteroaryl)alkane Derivatives. -A variety of 1,1-bis(hetaryl)alkane derivatives are synthesized by iodine-catalyzed double Friedel-Crafts reaction of hetarenes with aldehydes. Most of these derivatives significantly inhibit lipopolysaccharide (LPS)-induced NO production without significant cytotoxic effects on macrophage cells. Compound (Vc), the most potent derivative, exhibits similar inhibition of NO like the positive control aminoguanidine. -(JARATJAROONPHONG*, J.; TUENGPANYA, S.; SAEENG, R.; UDOMPONG, S.; SRISOOK, K.; Eur. J. Med. Chem. 83 (2014) 561-568, http://dx.
Bi(OTf) 3-Catalyzed One-Step Catalytic Synthesis of N-Boc or N-Cbz Protected -Branched Amines. -A one-pot, three-component aza-Friedel-Crafts reaction of electron-rich arenes with a variety of aldehydes and tert-butyl or benzyl carbamate provides an efficient method for preparation of N-protected -branched amines. -(JARATJAROONPHONG*, J.; TUENGPANYA, S.; RUENGSANGTONGKUL, S.; J. Org. Chem. 80 (2015) 1, 559-567, http://dx.
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