An overview of water-mediated alkyne functionalization by neighboring group participation of carbonyl groups

Pradhan, Tapas R. ORCID: https://orcid.org/0000-0003-1480-7799 and Park, Jin Kyoon 2023. An overview of water-mediated alkyne functionalization by neighboring group participation of carbonyl groups. Advanced Synthesis & Catalysis 362 (22) , pp. 4833-4860. 10.1002/adsc.202000826

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Abstract

Reviewed herein, the progress employing the assistance of a neighboring carbonyl group for alkyne functionalization reactions that are mediated by water. Proper arrangement of these transformations is synthetically worthwhile because it will allow chemists to design straightforward synthetic routes for the construction of complex architectures with perfect regio- and chemoselectivity. Researchers must understand the mechanism before aiming a new idea based on these types of transformations as they proceed through a different way in comparison to the strategies that employ carbonyl groups as a directing group for C−H functionalization reactions. In general, an oxygen transposition event occurs in the presence of an alkyne activator. In an aim to expose the molecular diversity that can now be accessed employing intramolecular carbonyl assistance, all the precedents are organized systematically for the first time and can be expected to serve as a comprehensive reference work. Therefore, the key arrangement of this review is schemes accompanied by a concise explanatory text describing both advantages and limitations along with the mechanism. Different transformations are ordered in sections according to the chemical structure of the assisted groups. The overall objective of this review is to promote the application of carbonyl-assisted reactions beyond the methodologies dedicated to the regioselective synthesis of carbonyl derivatives and hence, serving it as a valuable reaction archetype in modern-day research for the synthesis of carbo- and heterocycles.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Publisher:	Wiley
ISSN:	1615-4150
Date of Acceptance:	20 September 2020
Last Modified:	16 May 2024 01:39
URI:	https://orca.cardiff.ac.uk/id/eprint/165576

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