Photocatalytic initiation of thiol–ene reactions: synthesis of thiomorpholin-3-ones

MH Keylor, JE Park, CJ Wallentin, CRJ Stephenson

Index: Keylor, Mitchell H.; Park, James E.; Wallentin, Carl-Johan; Stephenson, Corey R.J. Tetrahedron, 2014 , vol. 70, # 27-28 p. 4264 - 4269

Full Text: HTML

Citation Number: 18

Abstract

Abstract A mild, redox neutral photocatalytic method for alkene hydrothiolation is reported. Utilizing visible-light activation, catalytic radical initiation is achieved with the transition metal complex Ru (bpy) 3 Cl 2, enabling rapid access to a diverse set of thiol–ene coupled products in excellent yield. On the basis of a strong observed background reaction in some cases, we have developed a solvent-free, Lewis acid-promoted tandem amidation– ...