Construction of Polyheterocyclic Compounds by Lewis Acid Mediated Intramolecular [3+2] Cycloaddition Reaction

被引:3
|
作者
Dahiya, Pooja [1 ]
Yadav, Anoop [1 ]
Budhwan, Rajnish [1 ]
Peddinti, Rama Krishna [1 ]
机构
[1] Indian Inst Technol Roorkee, Dept Chem, Roorkee 247667, Uttarakhand, India
关键词
domino reactions; cycloadditions; heterocyclic compounds; pyrrole-fused scaffolds; synthetic methods; N BOND FORMATION; BIOLOGICAL EVALUATION; DOMINO REACTION; C-C; PYRROLE; CYCLIZATION; DERIVATIVES; FUNCTIONALIZATIONS; POLYMERIZATION; ANTICANCER;
D O I
10.1002/ejoc.202300251
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient domino approach has been developed for the synthesis of polyheterocyclic derivatives constituting pyrrole moiety. Lewis acid catalyzed reaction of 2-substituted-2-hydroxy-indane-1,3-diones and 1,4-benzoxazinone derivatives resulted in the formation of polyheterocyclic compounds under metal-free and mild conditions in good to excellent yield. The reaction is highly regioselective for C-C and C-N bond construction proceeded via intramolecular [3+2] cycloaddition reaction. The protocol is highly efficient, obviates column chromatography and the products are obtained by simple filtration followed by washing with solvent.
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页数:6
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