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Iron-Catalyzed Acceptorless Dehydrogenative Coupling of Alcohols With Aromatic Diamines: Selective Synthesis of 1,2-Disubstituted Benzimidazoles.


ABSTRACT: Benzimidazoles are important N-heteroaromatic compounds with various biological activities and pharmacological applications. Herein, we present the first iron-catalyzed selective synthesis of 1,2-disubstituted benzimidazoles via acceptorless dehydrogenative coupling of primary alcohols with aromatic diamines. The tricarbonyl (?4-cyclopentadienone) iron complex catalyzed dehydrogenative cyclization, releasing water and hydrogen gas as by-products. The earth abundance and low toxicity of iron metal enable the provision of an eco-friendly and efficient catalytic method for the synthesis of benzimidazoles.

SUBMITTER: Putta RR 

PROVIDER: S-EPMC7317090 | biostudies-literature | 2020

REPOSITORIES: biostudies-literature

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Iron-Catalyzed Acceptorless Dehydrogenative Coupling of Alcohols With Aromatic Diamines: Selective Synthesis of 1,2-Disubstituted Benzimidazoles.

Putta Ramachandra Reddy RR   Chun Simin S   Lee Seok Beom SB   Oh Dong-Chan DC   Hong Suckchang S  

Frontiers in chemistry 20200619


Benzimidazoles are important <i>N</i>-heteroaromatic compounds with various biological activities and pharmacological applications. Herein, we present the first iron-catalyzed selective synthesis of 1,2-disubstituted benzimidazoles <i>via</i> acceptorless dehydrogenative coupling of primary alcohols with aromatic diamines. The tricarbonyl (η<sup>4</sup>-cyclopentadienone) iron complex catalyzed dehydrogenative cyclization, releasing water and hydrogen gas as by-products. The earth abundance and  ...[more]

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