Preparation of polyfluorodihydrobenzothiophenes and investigation of some of their chemical properties

✍ Scribed by Alexander M. Maksimov; Vyacheslav E. Platonov

• Publisher: John Wiley and Sons
• Year: 1992
• Tongue: English
• Weight: 874 KB
• Volume: 3
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.520030411

✦ Synopsis

Co-pyrolysis of thiophenol or diphenyl disulfide with tetrafluoroethylene or chlorotrifluoroethylene in the presence of oxidants gave 2,2,3,3-tetrafluoro-2,3-dihydrobenzo [ blthiophene ( I ) or the corresponding chlorotiifluorodihydrobenzothiophenes.

Reactions of compounds synthesized by use of electrophilic and nucleophilic reagents and with oxidants haue been studied.

INTRODUCTIOhI

In the previous studies on the behavior of aromatic compounds containing electron-donating groups (OH, SH, SCH,, elc.) with polyfluoroolefins, a new reaction has been found in the aromatic series: uiz. polyfluorocycloalkenylation of benzene [ 11, naphthalene [2], and pyridine derivatives and their polyfluorinated analogues [ 31. Later on, the reaction was extended to thiophene derivatives. The products included 4,4,5,5,6,6-hexafluorocyclopenta[b]thiophene and 4,4,5,5,6,6,7,7-octafluorocyclohexa[ b] thiophene [ 41. Formation of polyfluoroarenecycloalkenes and their heteroanalogues