Metal-free one-pot synthesis of 2-substituted benzimidazoles from N-aryl imines and TMSN3

被引：5

作者：

Gaware, Sujeet ^{[1
]}

Chatterjee, Rana ^{[1
]}

Dhayalan, Vasudevan ^{[2
]}

Dandela, Rambabu ^{[1
]}

机构：

[1] Indian Oil Odisha Campus, Inst Chem Technol, Dept Ind & Engn Chem, Bhubaneswar 751013, India

[2] Natl Inst Technol Puducherry, Dept Chem, Karaikal 609609, Union Territory, India

来源：

TETRAHEDRON LETTERS | 2023年 / 115卷

关键词：

2-Substituted benzimidazoles; Iodine promoted; Metal-free; TMSN3; Gram-scale synthesis; HIGHLY EFFICIENT; BOND FORMATION; O-AMINO/MERCAPTAN/HYDROXYANILINES; C-C; CONDENSATION; DERIVATIVES; ANILINES; AMINES; BENZAZOLES; AMINATION;

D O I：

10.1016/j.tetlet.2022.154289

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Iodine-catalysed efficient synthesis of 2-substituted benzimidazoles has been developed under aerobic condition. The one-pot oxidative cascade reactions of anilines, aldehydes and trimethylsilyl azide (TMSN3) lead to the benzimidazoles derivatives in the presence of tert-butyl hydroperoxide (TBHP). Iodine efficiently promoted the cross-coupling strategy to achieve the desired compounds via the sequential C-H functionalization and cyclization. The present method features a greener approach, readily accessible reagents, broad substrate scope, high yields of the products, shorter reaction time and mild conditions. (c) 2022 Elsevier Ltd. All rights reserved.

引用

页数：5

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