1240042-03-8Relevant articles and documents
Difluorocarbene-Induced Ring-Opening Difluoromethylation-Halogenation of Cyclic (Thio)Ethers with TMSCF2X (X=Br, Cl)**
Zhang, Rongyi,Li, Qigang,Xie, Qiqiang,Ni, Chuanfa,Hu, Jinbo
supporting information, p. 17773 - 17779 (2021/11/10)
The ring-opening difluoromethylation-halogenation of cyclic (thio)ethers is reported through a simple strategy relying on carbon-chalcogen bond activation with difluorocarbene. The reaction proceeds through in situ protonation of the previously little-known difluoromethylene oxonium or sulfonium ylide intermediate followed by ring-opening with halide ion to afford halogenated acyclic difluoromethyl (thio)ethers that can then be employed for further elaboration. TMSCF2X (X=Br, Cl) are unique reagents to achieve this synthetic purpose, which serve as both the difluorocarbene source and the halide ion source.
Straightforward synthesis of ethers: Metal-free reductive coupling of tosylhydrazones with alcohols or Phenols
Barluenga, Jose,Tomas-Gamasa, Maria,Aznar, Fernando,Valde, Carlos
supporting information; experimental part, p. 4993 - 4996 (2010/09/08)
(Figure Presented) Ethers made easy: Heating a solution containing a tosylhydrazone and either a phenol or an alcohol in the presence of K 2CO3 leads to the corresponding ethers (see scheme; MW=microwave, Ts=tosyl). The reaction is fairly general for the preparation of aryl alkyl and alkyl alkyl ethers, and represents a new method for the reductive etherification of carbonyl compounds.
