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Issue 54, 2020
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C(sp3)–H arylation to construct all-syn cyclobutane-based heterobicyclic systems: a novel fragment collection

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Abstract

All-syn fused cyclobutanes remain an elusive chemotype and thus present an interesting synthetic challenge. Herein, we report the successful application of Pd-catalysed C(sp3)–H arylation of cyclobutane compounds to generate all-syn heterobicyclic fragments using an innovative ‘inside-out’ approach. Through this strategy we generate a virtual collection of 90 fragments, which we demonstrate to have enhanced three-dimensionality and superior fragment-like properties compared to existing collections.

Graphical abstract: C(sp3)–H arylation to construct all-syn cyclobutane-based heterobicyclic systems: a novel fragment collection

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Supplementary files

Article information


Submitted
06 May 2020
Accepted
26 May 2020
First published
26 May 2020

This article is Open Access

Chem. Commun., 2020,56, 7423-7426
Article type
Communication

C(sp3)–H arylation to construct all-syn cyclobutane-based heterobicyclic systems: a novel fragment collection

T. J. Osberger, S. L. Kidd, T. A. King and D. R. Spring, Chem. Commun., 2020, 56, 7423
DOI: 10.1039/D0CC03237A

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