One-carbon oxidative annulations of 1,3-enynes by catalytic C–H functionalization and 1,4-rhodium(III) migration

Dooley, Johnathon D. and Lam, Hon Wai (2018) One-carbon oxidative annulations of 1,3-enynes by catalytic C–H functionalization and 1,4-rhodium(III) migration. Chemistry - A European Journal . ISSN 1521-3765

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Abstract

Rhodium(III)-catalyzed C-H functionalization-oxidative annulations of aromatic substrates with 1,3-enynes that contain allylic hydrogen atoms cis to the alkyne are described. The key step in these reactions is an alkenyl-to-allyl 1,4-rhodium(III) migration to give electrophilic pi-allylrhodium(III) species. Nucleophilic trapping of these species gives heterocycles such as benzopyrans, isobenzofuranones, and isoindolinones.

Item Type: Article
Additional Information: This is the pre-peer reviewed version of the following article: Dooley, J. D. and Lam, H. W. (), One-Carbon Oxidative Annulations of 1,3-Enynes by Catalytic C-H Functionalization and 1,4-Rhodium(III) Migration. Chem. Eur. J.. Accepted Author Manuscript, which has been published in final form at http://dx.doi.org/10.1002/chem.201706043. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
Keywords: catalysis; C-H functionalization; enyne; Isomerization; rhodium
Schools/Departments: University of Nottingham, UK > Faculty of Science > School of Chemistry
Identification Number: 10.1002/chem.201706043
Depositing User: Smith, Ruth
Date Deposited: 24 Jan 2018 09:42
Last Modified: 24 Jan 2018 22:58
URI: http://eprints.nottingham.ac.uk/id/eprint/49295

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