Issue 18, 2020

Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides

Abstract

An efficient cobalt-catalyzed, indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via a cyclization/cross-coupling sequence was developed. The reactions proceeded effectively with wide functional group tolerance, leading to a wide variety of cyclic compounds, including cyclopentane, furan, pyrrolidine, octahydro-1H-indene, octahydro-benzofuran, hexahydro-4H-furo[2,3-b]pyran, and hexahydro-furo[2,3-b]furan, which are pivotal cores widely found in pharmaceutical and bioactive compounds.

Graphical abstract: Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides

Supplementary files

Article information

Article type
Research Article
Submitted
26 May 2020
Accepted
15 Aug 2020
First published
17 Aug 2020

Org. Chem. Front., 2020,7, 2703-2709

Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides

X. Song, X. Li, Y. Wang, X. Chu, W. Rao, H. Xu, G. Han and Z. Shen, Org. Chem. Front., 2020, 7, 2703 DOI: 10.1039/D0QO00632G

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