Synthesis of benzobicyclo[2.2.1]heptylimidazoles as conformationally constrained adrenergic receptor antagonists

Jari Yli-Kauhaluoma, Aki Laine, Jari Ratilainen, Arto Karjalainen

Research output: Contribution to journalArticleScientificpeer-review

2 Citations (Scopus)

Abstract

A facile method for the preparation of conformationally rigid analogues of the adrenergic α-2 receptor antagonist atipamezole and the adrenergic α-2 receptor agonist medetomidine has been developed. The efficient benzyne [4+2] cycloaddition reaction was used to give the core 7-acetylbenzonorbornadiene structure, which was subsequently elaborated to the corresponding imidazole-based syn and anti isomers by means of the classical Bredereck’s method.
Original languageEnglish
Pages (from-to)2783-2790
JournalHeterocycles
Volume65
Issue number11
DOIs
Publication statusPublished - 2005
MoE publication typeA1 Journal article-refereed

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