Brocklehurst, Cara, Koch, Guido, Makarov, Ilya S., Karaghiosoff, Konstantin L. and Knochel, Paul (2017) Synthesis of Bicyclo[1.1.1]pentane Bioisosteres of Internal Alkynes and para-Disubstituted Benzenes from [1.1.1]Propellane. Angewandte Chemie International Edition.

Abstract

Abstract: We have reported a general preparation of arylated bicyclopentanes by the opening of [1.1.1]propellane with various arylmagnesium reagents. After transmetalation with ZnCl2 and a Negishi cross-coupling with aryl and heteroaryl halides, we have obtained bis-arylated bicyclopentanes which may be considered as bioisosteres of disubstituted alkynes such as tazarotene and the metabotropic glutamate receptor 5 (mGluR5) antagonist 2-methyl-6-(phenylethynyl)pyridine.

Item Type:	Article
Date Deposited:	03 Oct 2017 00:45
Last Modified:	03 Oct 2017 00:45
URI:	https://oak.novartis.com/id/eprint/32896