Efficient synthesis of glycosylated imidazo[1,2-a]pyridines via solvent catalysed Groebke-Blackburn-Bienayme reaction

被引：1

作者：

Shankar, Bhawani ^{[1
,2
]}

Kumar, Banty ^{[3
]}

Kumar, Sumit ^{[2
]}

Arora, Aditi ^{[2
]}

Kavita, Rashmi ^{[2
]}

Tomar, Rashmi ^{[4
]}

Singh, Brajendra K. ^{[2
]}

机构：

[1] Univ Delhi, Deshbandhu Coll, Dept Chem, Delhi 110019, India

[2] Univ Delhi, Dept Chem, Bioorgan Lab, Delhi 110007, India

[3] Univ Delhi, Rajdhani Coll, Dept Chem, Delhi 110015, India

[4] MSJ Coll, Dept Chem, Bharatpur 321001, Rajasthan, India

来源：

CARBOHYDRATE RESEARCH | 2023年 / 534卷

关键词：

Solvent catalysed reaction; Metal-free; GBB reaction; HFIP; Glycosylated; 1-azaindolizines; 3-COMPONENT REACTION; COMPONENT REACTION; FACILE SYNTHESIS; HETEROCYCLES; DERIVATIVES; 2-AMINOPYRIDINE; CHEMISTRY; ALCOHOLS; DESIGN;

D O I：

10.1016/j.carres.2023.108974

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A solvent catalysed and metal catalyst-free Groebke-Blackburn-Bienayame three component reaction (GBB-3CR) has been developed for the synthesis of 2-(beta-D-glycal-1-yl)-3-N-alkylamino-1-azaindolizines and 2-alkyl/aryl/ heteroaryl-3-N-alkylamino-1-azaindolizines. The modified GBB reaction protocol is highly efficient, versatile, atom economic and has been performed in hexafluoroisopropanol (HFIP) without any added catalyst. The GBB3CR showed high tolerance for a large no of substrates in term of aldehydes, differently substituted 2-aminopyridines and isocyanides without being affected by the presence of electron donating and electron withdrawing substituents at either aldehydes or 2-aminopyridines.

引用

页数：8

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