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One-pot propagation of (Hetero)Arylamines: Modular synthesis of diverse Amino-di(hetero)arylamines
Authors:Xueting Liang  Liang Xu  Cuihua Li  Xin Jia  Yu Wei
Affiliation:School of Chemistry and Chemical Engineering/Key Laboratory for Green Processing of Chemical Engineering of Xin-jiang Bingtuan, Shihezi University, Beisi Road, Shihezi, Xinjiang, People''s Republic of China
Abstract:Formal propagation of (hetero)arylamine is achieved via a one-pot Buchwald–Hartwig C–N cross-coupling and nitro reduction sequence, enabling a rapid modular synthesis of diverse amino-di(hetero)arylamines from (hetero)arylamines and halogenated nitrobenzenes. Various functionalized aromatic amines with different electronic and steric environments can be efficiently prolongated to formally incorporate another arylamino fragments. This approach has been successfully applied in the synthesis of more than forty amino-di(hetero)arylamines. The applicability of this method has also been demonstrated in the synthesis of oligoanilines and the tyrosine-kinase inhibitor Imatinib.
Keywords:Aromatic amine  Homologation  C–N cross-coupling  Nitro reduction  Nitrobenzene
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