Pentavalent Organoantimony Compounds as Mild N-Arylating Agents for Amines: Cu-Mediated Ullmann-Type N-Arylation with Tetraarylantimony(V) Acetates

Weiwei Qin; Naoki Kakusawa; Yichen Wu; Shuji Yasuike; Jyoji Kurita

doi:10.1248/cpb.57.436

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Pentavalent Organoantimony Compounds as Mild N-Arylating Agents for Amines: Cu-Mediated Ullmann-Type N-Arylation with Tetraarylantimony(V) Acetates

Weiwei Qin, Naoki Kakusawa, Yichen Wu, Shuji Yasuike, Jyoji Kurita

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Keywords: tetraarylantimony(V) acetate, N-arylation, Ullmann condensation, copper(II) acetate, aerobic reaction

JOURNAL FREE ACCESS

2009 Volume 57 Issue 4 Pages 436-438

DOI https://doi.org/10.1248/cpb.57.436

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Abstract

Simple and mild Cu-mediated arylation of various amines by use of tetraarylantimony acetate (Ar₄SbOAc) is described. The Ullmann-type condensation of Ar₄SbOAc with aliphatic and electron rich aromatic amines proceeded efficiently in the presence of copper(II) acetate. The arylation can be carried out under aerobic conditions without care of exogenous oxygen. This simple procedure exceeds the conventional Ullmann condensation which often requires harsh reaction conditions.

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