Copper‐Catalyzed CNH 2 Arylation of 2‐Aminobenzimidazoles and Related C‐Amino‐NH‐azoles

Copper‐Catalyzed CNH 2 Arylation of 2‐Aminobenzimidazoles and Related C‐Amino‐NH‐azoles

A copper(II)‐catalyzed selective CNH 2 arylation of 2‐aminobenzimidazoles and related C‐amino‐NH‐azoles was achieved in presence of 2,2′‐bipyridine and cesium carbonate at 60 °C under open air conditions and this is first method for the copper‐catalyzed selective CNH 2 arylation in the presence of...

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Veröffentlicht in:Advanced synthesis & catalysis 2016-06, Vol.358 (13), p.2126-2133
Hauptverfasser: Rao, Desaboini Nageswar, Rasheed, Sk, Kumar, Karampoori Anil, Reddy, Annem Siva, Das, Parthasarathi
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container_end_page 2133
container_issue 13
container_start_page 2126
container_title Advanced synthesis & catalysis
container_volume 358
creator Rao, Desaboini Nageswar
Rasheed, Sk
Kumar, Karampoori Anil
Reddy, Annem Siva
Das, Parthasarathi
description A copper(II)‐catalyzed selective CNH 2 arylation of 2‐aminobenzimidazoles and related C‐amino‐NH‐azoles was achieved in presence of 2,2′‐bipyridine and cesium carbonate at 60 °C under open air conditions and this is first method for the copper‐catalyzed selective CNH 2 arylation in the presence of other reactive nucleophilic sites. Previously unexplored heteroaromatics possessing multiple nucleophilic sites that are selectively arylated at the CNH 2 position are obtained, providing an exceptional tool for rapid delivery of a diverse array of medicinally important CNH(aryl) derivatives of aminoazoles without any protection/deprotection of ring NH bonds. It is first example for the selective CNH 2 arylation of 5‐aminoindazole, 4‐aminopyrazole, 5‐aminopyrazole, 9 H ‐purine‐6‐amine, and 1 H ‐pyrazolo[3,4‐ d ]pyrimidin‐4‐amine derivatives. magnified image
doi_str_mv 10.1002/adsc.201600035
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title Copper‐Catalyzed CNH 2 Arylation of 2‐Aminobenzimidazoles and Related C‐Amino‐NH‐azoles
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