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Synthesis of Polysubstituted Pyrroles through the Tandem 1,3‐Addition/5‐ endo ‐ dig Cyclization of 1‐(1‐Alkynyl)cyclopropyl Imines
Author(s) -
Urbanaitė Aurelija,
Čikotienė Inga
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600985
Subject(s) - chemistry , pyrrole , chalcogen , dig , halogen , ring (chemistry) , synthon , medicinal chemistry , halogen bond , azide , tandem , stereochemistry , combinatorial chemistry , organic chemistry , alkyl , materials science , computer security , computer science , composite material
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.