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.
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页数：8
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