Synthesis of Polysubstituted Pyrroles through the Tandem 1,3-Addition/5-endo-dig Cyclization of 1-(1-Alkynyl)cyclopropyl Imines

被引:14
作者
Urbanaite, Aurelija [1 ]
Cikotiene, Inga [1 ]
机构
[1] Vilnius Univ, Dept Organ Chem, Fac Chem, Naugarduko 24, LT-03225 Vilnius, Lithuania
关键词
Alkynes; Small-ring systems; Cyclization; Nitrogen heterocycles; Imines; HIGHLY SUBSTITUTED FURANS; NATURAL-PRODUCTS; ELECTROPHILIC CYCLIZATION; MODULAR ENTRY; 1-(1-ALKYNYL)-CYCLOPROPYL KETONES; CYCLOADDITION REACTIONS; BIOLOGICAL-ACTIVITY; NITRONES; ALKYNES; NUCLEOPHILES;
D O I
10.1002/ejoc.201600985
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclopropyl-tethered 3-alkynyl imines react with polarized-covalent-bond-containing compounds to give polyfunctionalized pyrroles. This provides a mild and effective method for the simultaneous introduction of halogen, chalcogen, or hydrogen groups to the 3-position of the pyrrole ring, together with the incorporation of halogen, azide, or alkoxy/aryloxy groups into the ethyl side-chain.
引用
收藏
页码:5294 / 5300
页数:7
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