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Chemoselective coupling of π-systems to access metallated 1,4- or 1,5-skipped dienes in multicomponent reactions

Pradhan, Tapas R. ORCID: https://orcid.org/0000-0003-1480-7799 and Kyoon Park, Jin 2022. Chemoselective coupling of π-systems to access metallated 1,4- or 1,5-skipped dienes in multicomponent reactions. Chemistry - A European Journal 28 (69) , e202202120. 10.1002/chem.202202120

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Abstract

Integrating distinct unsaturated C−C systems while simultaneously installing metallic groups has been significantly challenging to execute in a multicomponent reaction. Therefore, designing a suitable mechanistic pathway that provides the required reactivity and selectivity for target C−C bonds with metallic reagents to ensure successful coupling is the key to success. Copper-catalyzed borylallylation and silylallylation have emerged as the most efficient strategies for assembling borylated/silylated skipped (1,4 or 1,5) dienes by catalytically combining an organocopper intermediate with allyl electrophiles. However, reactions involving interelemental reagents (e. g., [Si]−[B]) to accomplish intermolecular atom-economic couplings have not been studied thoroughly. Therefore, to aid the development of new transformations in this research area, this article attempts to include all precedents, including recent studies by the authors. The present Concept article may be helpful for researchers working in this area as it provides a basic conceptual framework.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: Wiley
ISSN: 0947-6539
Date of Acceptance: 12 September 2022
Last Modified: 16 May 2024 01:39
URI: https://orca.cardiff.ac.uk/id/eprint/165573

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