One-pot sequential regioselective intramolecular synthesis of furo[3,2-c]chromen and imidazo[1,2-a]pyridine via catalyst-free and basic conditions

被引:1
作者
Yadav, Maruti B. [1 ]
Yeon, Tae Jeong [1 ]
机构
[1] Pukyong Natl Univ, Dept Image Sci & Engn, Busan 608737, South Korea
关键词
CASCADE REACTIONS; 3-COMPONENT REACTION; EFFICIENT; INHIBITORS; COUMARINS; FUROCOUMARINS; DERIVATIVES; CYCLIZATION; ANNULATION; PYRIDINES;
D O I
10.1002/jhet.4735
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We developed a sequential intramolecular ring-closure-opening-closure pathway using a catalyst-free and organo-base catalyzed system for the synthesis of fused regioselective tricyclic furo[3,2-c]chromen and bicyclic imidazo[1,2-a]pyridine via a one-pot three-component reaction. The protocol involved a Knoevenagel and Michael adduct via intramolecular cyclization with 4-hydroxycoumarin, aromatic glyoxal, and 2-aminopyridine under heating and ambient conditions with very good yields. The merits of this methodology were studied, and new practical ways were developed to access furo[3,2-c]chromen and imidazo[1,2-a]pyridine moieties. Regioselective Intramolecular Synthesis of Furo[3,2-c]chromen and Imidazo[1,2-a]pyridine derivatives.image
引用
收藏
页码:2053 / 2062
页数:10
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