DIRECTED METALATION OF DIARYL SULFONE 2-AMIDES AND 2-O-CARBAMATES - REGIOSPECIFIC GENERAL-ROUTE TO THIOXANTHEN-9-ONE 10,10-DIOXIDES VIA ANIONIC FRIEDEL-CRAFTS AND REMOTE FRIES REARRANGEMENT EQUIVALENTS
F. Beaulieu et V. Snieckus, DIRECTED METALATION OF DIARYL SULFONE 2-AMIDES AND 2-O-CARBAMATES - REGIOSPECIFIC GENERAL-ROUTE TO THIOXANTHEN-9-ONE 10,10-DIOXIDES VIA ANIONIC FRIEDEL-CRAFTS AND REMOTE FRIES REARRANGEMENT EQUIVALENTS, Journal of organic chemistry, 59(22), 1994, pp. 6508-6509
2-Carboxamido- and 2-O-carbamoyldiaryl sulfones 5, DMG = CONEt(2) and
DMG = OCONEt(2), undergo LDA-mediated amide alternate ring migration a
nd cyclization to thioxanthen-9-one 10,10-dioxides 6 and 8, respective
ly, in a general, synthetically useful reaction.