Simple synthesis of multi-halogenated alkenes from 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane)

• Yukiko Karuo,
• Atsushi Tarui,
• Kazuyuki Sato,
• Kentaro Kawai and
• Masaaki Omote

Beilstein J. Org. Chem. 2022, 18, 1567–1574, doi:10.3762/bjoc.18.167

• involved a highly reactive difluoroethylene intermediate, which was produced by the reaction between halothane and KOH. Keywords: aryl 1-monofluorovinyl ether; electrophilic 1,1-difluoroethene; halothane; multi-halogenated alkene; phenol; Introduction 2-Bromo-2-chloro-1,1,1-trifluoroethane (halothane

Synthesis of aryl 2-bromo-2-chloro-1,1-difluoroethyl ethers through the base-mediated reaction between phenols and halothane

• Yukiko Karuo,
• Ayaka Kametani,
• Atsushi Tarui,
• Kazuyuki Sato,
• Kentaro Kawai and
• Masaaki Omote

Beilstein J. Org. Chem. 2021, 17, 89–96, doi:10.3762/bjoc.17.9

• utility of halothane for the synthesis of aryl gem-difluoroalkyl ethers containing the bromochloromethyl group. Keywords: aryl 1,1-difluoroethyl ether; 1,1-difluoroethene; fluorine compound; halothane; phenol; Introduction Molecules containing fluoroalkyl groups are of interest in pharmaceutical and

• focused on halothane, 2-bromo-2-chloro-1,1,1-trifluoroethane, because the treatment of this compound with several bases was found to provide the highly electrophilic 2-bromo-2-chloro-1,1-difluoroethene [42][43]. Additionally, another report discussed the carbocationic character of the gem-difluorovinyl

Computational study of productive and non-productive cycles in fluoroalkene metathesis

• Markéta Rybáčková,
• Jan Hošek,
• Ondřej Šimůnek,
• Viola Kolaříková and
• Jaroslav Kvíčala

Beilstein J. Org. Chem. 2015, 11, 2150–2157, doi:10.3762/bjoc.11.232

• -fluoroethene, 1,1-difluoroethene, cis- and trans-1,2-difluoroethene, tetrafluoroethene and chlorotrifluoroethene catalysed with the Hoveyda–Grubbs 2nd generation catalyst was performed. It revealed that a successful metathesis of hydrofluoroethenes is hampered by a high preference for a non-productive

• concentrated on the side chain of the vinyl group [24][25][26][27] or applications of 2-fluoroalkenes [28][29][30]. As an exception, the reaction of the Grubbs 2nd generation catalyst with 1,1-difluoroethene gave an isolable difluoromethylene-containing ruthenium complex with very poor catalytic activity [31

• initiation phase of possible metathesis of a highly unsymmetrical alkene, 1,1-difluoroethene, and compared its behaviour with the already reported initiation of ethene [18][19]. Among the three possible mechanisms, interchange, dissociative and associative, the first emerged as the most energetically