AI Article Synopsis
- - The text discusses a new method for the hydroarylation of alkenes, allowing the creation of linear alkylarenes with great control over the product's structure.
- - This process utilizes (hetero)aryl halides and operates effectively under mild conditions without the need for transition metal catalysts.
- - A crucial aspect of this method is the use of 1,3-dicyanobenzene and visible-light to improve product yields and prevent unwanted side reactions, with a proposed mechanism involving a radical-polar crossover pathway.
Article Abstract
The radical hydroarylation of alkenes is an efficient strategy for accessing linear alkylarenes with high regioselectivity. Herein, we report the electroreductive hydroarylation of electron-deficient alkenes and styrene derivatives using (hetero)aryl halides under mild reaction conditions. Notably, the present hydroarylation proceeded with high efficiency under transition-metal-catalyst-free conditions. The key to success is the use of 1,3-dicyanobenzene as a redox mediator and visible-light irradiation, which effectively suppresses the formation of simple reduction, i.e., hydrodehalogenation, products to afford the desired products in good to high yields. Mechanistic investigations proposed that a reductive radical-polar crossover pathway is likely to be involved in this transformation.
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Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11181238 | PMC |
| http://dx.doi.org/10.3762/bjoc.20.116 | DOI Listing |
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