Issue 11, 2017

Palladium-catalyzed intermolecular tandem cyclization reaction: a highly regioselective synthesis of functionalized 3H-spiro[isobenzofuran-1,3′-isochroman] scaffolds

Abstract

A highly regioselective synthesis of functionalized 3H-spiro[isobenzofuran-1,3′-isochroman] scaffolds using a novel palladium-catalyzed tandem cyclization reaction is explored. During the reaction process, C–O, C–C and C–O bonds are sequentially formed in one pot via decarboxylative allenylpalladium formation, nucleophilic attack, arylpalladium addition and intramolecular nucleophilic attack.

Graphical abstract: Palladium-catalyzed intermolecular tandem cyclization reaction: a highly regioselective synthesis of functionalized 3H-spiro[isobenzofuran-1,3′-isochroman] scaffolds

Supplementary files

Article information

Article type
Paper
Submitted
26 Dec 2016
Accepted
24 Feb 2017
First published
02 Mar 2017

Org. Biomol. Chem., 2017,15, 2403-2410

Palladium-catalyzed intermolecular tandem cyclization reaction: a highly regioselective synthesis of functionalized 3H-spiro[isobenzofuran-1,3′-isochroman] scaffolds

L. Wang, X. Li, H. Tao, X. Zhou, X. Lu, W. Du, T. Jiang, Z. Xin and J. Liang, Org. Biomol. Chem., 2017, 15, 2403 DOI: 10.1039/C6OB02802K

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