Photochemical Thioester Transfer to Alkynes via Selective Hydrothiocarbonylation
Abstract
We report the first hydrothiocarbonylation of (un)activated alkynes using bench-stable 1,4-DHP thioester surrogates under photochemical conditions, enabling a general route to ( E )-α,β-unsaturated thioesters with excellent regio- and stereoselectivity. A Pd/photoredox catalytic system facilitates DHP thioester activation and site-selective hydrocarbonylation while controlling photoisomerization and side reactions. Moreover, a combination of benzil and boron Lewis acid pairs promotes E -to- Z photoisomerization, accessing ( Z )-α,β-unsaturated thioester.
Fields of Study & Subjects
Sulfur-Based Synthesis Techniques
Catalytic C–H Functionalization Methods
Radical Photochemical Reactions
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 3
- Pages
- 1002–1007
- Publication date
- 9 January 2026
- Language
- EN