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

Citation
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
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
59
Issue
22
Year of publication
1994
Pages
6508 - 6509
Database
ISI
SICI code
0022-3263(1994)59:22<6508:DMODS2>2.0.ZU;2-V
Abstract
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.