Metal-Free Synthesis of Benzimidazoles via Oxidative Cyclization of D-Glucose with o-Phenylenediamines in Water

被引：34

作者：

Raja, Dineshkumar ^{[1
]}

Philips, Abigail ^{[1
]}

Palani, Pushbaraj ^{[1
]}

Lin, Wei-Yu ^{[2
]}

Devikala, Sundaramurthy ^{[1
]}

Senadi, Gopal Chandru ^{[1
]}

机构：

[1] SRM Inst Sci & Technol, Dept Chem, Kattankulathur 603203, Tamil Nadu, India

[2] Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung 807, Taiwan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 17期

关键词：

CATALYZED SYNTHESIS; HIGHLY EFFICIENT; N-HETEROCYCLES; PRIMARY AMINES; ACIDS; 2-NITROANILINES; CONDENSATION; METHYLATION; CONVERSION; COMPLEXES;

D O I：

10.1021/acs.joc.0c01053

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

D-Glucose has been identified as an efficient C1 synthon in the synthesis of benzimidazoles from o-phenylenediamines via an oxidative cyclization strategy. Isotopic studies with C-13(6)-D-glucose and D2O unambiguously confirmed the source of methine. The notable features of this method include the following: broad functional group tolerance, a biorenewable methine source, excellent reaction yields, a short reaction time, water as an environmentally benign solvent, and the synthesis of vitamin B-12 component on the gram scale.

引用

页码：11531 / 11540

页数：10

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