Blue-light assisted transformation of C
S and P
S bonds of thioamides and thiophosphonyl diamides into C
N and P
N bonds of N-sulfonyl amidines via interaction with iminoiodinanes
Abstract
Photochemical and photocatalytic reactions of thioamides and thiophosphonyl diamides with iminoiodinanes have been developed. Blue-light promoted interaction of aromatic, aliphatic, and heterocyclic thioamides with iminoiodinane PhINTs furnished the corresponding N-sulfonyl amidines in 47–87% yields. A photocatalytic transformation of thiophosphonyl diamides in the presence of iminoiodinane PhINTs, catalyzed by Ru(bpy)3Cl2, was found to provide a route to phosphorus-containing N-sulfonyl amidines in 49–67% yields.

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S and P