Brønsted Acid Mediated Cascade Reaction To Access 3-(2-Bromoethyl)benzofurans

Stefania Porcu; Stefania Demuro; Alberto Luridiana; Andrea Cocco; Angelo Frongia; David J Aitken; Florence Charnay-Pouget; Regis Guillot; Giorgia Sarais; Francesco Secci

doi:10.1021/acs.orglett.8b03429

Brønsted Acid Mediated Cascade Reaction To Access 3-(2-Bromoethyl)benzofurans

Org Lett. 2018 Dec 7;20(23):7699-7702. doi: 10.1021/acs.orglett.8b03429. Epub 2018 Nov 13.

Affiliations

¹ Dipartimento di Scienze Chimiche e Geologiche , Università degli Studi di Cagliari, Complesso Universitario di Monserrato , S.S. 554, bivio per Sestu , 09042 Monserrato (Ca) Italy.
² CP3A Organic Synthesis Group & Services Communs, ICMMO (UMR 8182), CNRS , Université Paris Sud , Université Paris Saclay, 15 rue Georges Clemenceau , 91405 Orsay, Cedex , France.
³ Dipartimento di Scienze della Vita e dell'Ambiente , Università degli Studi di Cagliari, Palazzo delle Scienze , via Ospedale 82 , 09124 Cagliari , Italy.

PMID: 30422665
DOI: 10.1021/acs.orglett.8b03429

Abstract

A unified protocol for the construction of 3-(2-bromoethyl)benzofurans and 2-(benzofuran-3-yl)ethylamines from bis[(trimethylsilyl)oxy]cyclobutene has been developed. This mild and facile strategy was applied for the synthesis of a series of 5-HT serotonin receptor agonists, underlining its potential for the syntheses of bioactive compounds and natural products.

Publication types

Research Support, Non-U.S. Gov't