Construction of Binuclear Benzimidazole-Fused Quinazolinones and Pyrimidinones Using Aryl Isocyanates as Building Blocks by Transition-Metal-Free C(sp2)-N Coupling

Pham Duy Quang Dao; Chan Sik Cho

doi:10.1021/acs.joc.0c02067

Construction of Binuclear Benzimidazole-Fused Quinazolinones and Pyrimidinones Using Aryl Isocyanates as Building Blocks by Transition-Metal-Free C(sp²)-N Coupling

Pham Duy Quang Dao, Chan Sik Cho

Department of Applied Chemistry

Kyungpook National University

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

A class of binuclear N-fused hybrid scaffolds was constructed by the reaction of 2-(2-bromoaryl)- and 2-(2-bromovinyl)benzimidazoles with aryl isocyanates as building blocks in the presence of a base under microwave irradiation. A nucleophilic addition followed by an unprecedented transition-metal-free C(sp2)-N coupling is proposed as a reaction pathway of this green process.

Original language	English
Pages (from-to)	13354-13362
Number of pages	9
Journal	Journal of Organic Chemistry
Volume	85
Issue number	20
DOIs	https://doi.org/10.1021/acs.joc.0c02067
State	Published - 16 Oct 2020

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title = "Construction of Binuclear Benzimidazole-Fused Quinazolinones and Pyrimidinones Using Aryl Isocyanates as Building Blocks by Transition-Metal-Free C(sp2)-N Coupling",

abstract = "A class of binuclear N-fused hybrid scaffolds was constructed by the reaction of 2-(2-bromoaryl)- and 2-(2-bromovinyl)benzimidazoles with aryl isocyanates as building blocks in the presence of a base under microwave irradiation. A nucleophilic addition followed by an unprecedented transition-metal-free C(sp2)-N coupling is proposed as a reaction pathway of this green process.",

author = "{Quang Dao}, {Pham Duy} and Cho, {Chan Sik}",

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AU - Cho, Chan Sik

PY - 2020/10/16

Y1 - 2020/10/16

N2 - A class of binuclear N-fused hybrid scaffolds was constructed by the reaction of 2-(2-bromoaryl)- and 2-(2-bromovinyl)benzimidazoles with aryl isocyanates as building blocks in the presence of a base under microwave irradiation. A nucleophilic addition followed by an unprecedented transition-metal-free C(sp2)-N coupling is proposed as a reaction pathway of this green process.

AB - A class of binuclear N-fused hybrid scaffolds was constructed by the reaction of 2-(2-bromoaryl)- and 2-(2-bromovinyl)benzimidazoles with aryl isocyanates as building blocks in the presence of a base under microwave irradiation. A nucleophilic addition followed by an unprecedented transition-metal-free C(sp2)-N coupling is proposed as a reaction pathway of this green process.

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DO - 10.1021/acs.joc.0c02067

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ER -

Construction of Binuclear Benzimidazole-Fused Quinazolinones and Pyrimidinones Using Aryl Isocyanates as Building Blocks by Transition-Metal-Free C(sp²)-N Coupling

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