Photocatalytic initiation of thiol–ene reactions: synthesis of thiomorpholin-3-ones
2014
Keylor, Mitchell H. | Park, James E. | Wallentin, Carl-Johan | Stephenson, Corey R.J.
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)3Cl2, 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–hydrothiolation sequence, providing thiomorpholin-3-ones in a one-pot operation from commercially available materials.
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