Direct Metal-Free Synthesis of β-Keto and Dienyl Sulfides from Bromopenta-1,4-dienes and Thiols
Abstract
In sulfur chemistry, interconverting sulfur radicals and anions is essential yet challenging due to their high reactivity and transient nature. Herein, we show that thiophenols and thiols can be selectively directed to form distinct intermediates matched with different C=C bonds in nonconjugated 1,4-dienes, enabling tunable reaction selectivity at room temperature. This metal-free method provides efficient access to various β-keto and dienyl sulfides in moderate to good yields.
Fields of Study & Subjects
Sulfur-Based Synthesis Techniques
Synthesis and Reactivity of Sulfur-Containing Compounds
Radical Photochemical Reactions
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Volume
- 91
- Issue
- 6
- Pages
- 2543–2554
- Publication date
- 29 January 2026
- Language
- EN