Direct Metal-Free Synthesis of β-Keto and Dienyl Sulfides from Bromopenta-1,4-dienes and Thiols

Key Points

• The aim is to explore a metal-free method for synthesizing β-keto and dienyl sulfides from specific diene-thiol interactions.
• Utilized bromopenta-1,4-dienes and thiols in reactions at room temperature.
• Directed thiophenols and thiols to form distinct intermediates with controllable selectivity.
• Analyzed the yields of resulting β-keto and dienyl sulfides.
• Achieved moderate to good yields of β-keto and dienyl sulfides.
• Demonstrated tunable reaction selectivity for different C=C bonds.
• Showed the feasibility of interconverting sulfur radicals and anions through this method.

Abstract