Issue 5, 2024

Borylative transition metal-free couplings of vinyl iodides with various nucleophiles, alkenes or alkynes

Abstract

Alkyl boronic esters are highly valuable compounds in organic chemistry and related fields due to their good stability and highly versatile reactivity. In this edge article, stereoselective borylative couplings of vinyl iodides with various nucleophiles, alkenes or alkynes is reported. These coupling reactions proceed through stereospecific hydroboration and subsequent stereospecific 1,2-metallate rearrangement. The cascades utilize readily available reagents and proceed without the need of a transition metal catalyst.

Graphical abstract: Borylative transition metal-free couplings of vinyl iodides with various nucleophiles, alkenes or alkynes

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Article information

Article type
Edge Article
Submitted
15 Nov 2023
Accepted
28 Dec 2023
First published
29 Dec 2023
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2024,15, 1672-1678

Borylative transition metal-free couplings of vinyl iodides with various nucleophiles, alkenes or alkynes

G. Seidler, M. Schwenzer, F. Clausen, C. G. Daniliuc and A. Studer, Chem. Sci., 2024, 15, 1672 DOI: 10.1039/D3SC06131K

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