Radical-mediated sulfonylative/thiolative cyclization of biaryl enones to phenanthrone derivatives.
Raji Reddy ChadaSana FatimaDattahari H KolgaveBalasubramanian SridharPublished in: Organic & biomolecular chemistry (2023)
An approach for the assembly of phenanthrone derivatives bearing all carbon quaternary centres has been developed through visible light-promoted tandem sulfonylation/intramolecular-arylation of biaryl enones with sulfonyl chlorides. A series of sulfonylated 10,10-dialkylphenanthrones were obtained in good yields. In addition, the approach has been extended to thiotrifluoromethyl (SCF 3 ) and thiocyanato (SCN) radicals to obtain the corresponding phenanthrones under oxidative conditions. The synthetic utility was also illustrated by the scalability and further transformations of the product.