Synthesis of 2,2-bis(pyridin-2-yl amino)cyclobutanols and their conversion into 5-(pyridin-2-ylamino)dihydrofuran-2(3H)-ones

Lorenza Ghisu; Nicola Melis; Francesco Secci; Pierluigi Caboni; Massimiliano Arca; Régis Guillot; Thomas Boddaert; David J Aitken; Angelo Frongia

doi:10.1039/c7ob02567j

Synthesis of 2,2-bis(pyridin-2-yl amino)cyclobutanols and their conversion into 5-(pyridin-2-ylamino)dihydrofuran-2(3H)-ones

Org Biomol Chem. 2017 Nov 29;15(46):9779-9784. doi: 10.1039/c7ob02567j.

Authors

Lorenza Ghisu¹, Nicola Melis, Francesco Secci, Pierluigi Caboni, Massimiliano Arca, Régis Guillot, Thomas Boddaert, David J Aitken, Angelo Frongia

Affiliation

¹ Dipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, Complesso Universitario di Monserrato, S.S. 554, Bivio per Sestu, I-09042, Monserrato, Cagliari, Italy. afrongia@unica.it.

PMID: 29135013
DOI: 10.1039/c7ob02567j

Abstract

A two-step protocol is presented for the preparation of 5-(pyridin-2-ylamino)dihydrofuran-2(3H)-ones from 2-hydroxycyclobutanone and some 2-aminopyridines via a catalyst-free synthesis of 2,2-bis(pyridin-2-ylamino)cyclobutanols followed by Dess-Martin periodinane mediated ring expansion.