Z -selective radical difunctionalization of aromatic alkynes: synthesis of multi-substituted triarylethenes.
Xinxin WangJie WangMeishan JiXin-Xin WuChen ZhuPublished in: Chemical communications (Cambridge, England) (2024)
An efficient method for the radical difunctionalization of aromatic alkynes has been developed, resulting in the synthesis of a range of valuable triarylethenes. This approach utilizes strategically designed aryldiazonium salts with tertiary alcohol substitution as bifunctional reagents, along with cost-effective cuprous chloride as a catalyst. The method demonstrates remarkable Z -selectivity and is capable of gram-scale preparation. Additionally, a novel spin-trapping reagent has been developed based on the synthesized product.