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Tris(o-phenylenedioxy)cyclotriphosphazene as a Promoter for the Formation of Amide Bonds Between Aromatic Acids and Amines

Farzaneh Soleymani Movahed, Dinesh N. Sawant, Dattatraya B. Bagal, Susumu Saito*

*Graduate School of Science, Nagoya University, Chikusa, Nagoya 464-8602, Japan, Email: saito.susumuf.mbox.nagoya-u.ac.jp

F. S. Movahed, D. N. Sawant, D. B. Bagal, S. Saito, Synthesis, 2020, 52, 3253-3262.

DOI: 10.1055/s-0040-1707174 (free Supporting Information)



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Abstract

A degradable 1,3,5-triazo-2,4,6-triphosphorine (TAP) motif enables a dehydrative formation of amide bonds between diverse combinations of aromatic carboxylic acids and amines. The underlying reaction mechanism was investigated, and potential catalyst intermediates were characterized.

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Diboron-Catalyzed Dehydrative Amidation of Aromatic Carboxylic Acids with Amines

D. N. Sawant, D. B. Bagal, S. Ogawa, K. Selvam, S. Saito, Org. Lett., 2018, 20, 4397-4400.


Key Words

amide bond formation, organocatalysis, dehydration, carboxylic acids, amines


ID: J66-Y2020