70372-58-6Relevant articles and documents
TMSCFX2(X = Cl, Br) as halofluorocarbene sources for the synthesis of halofluorocyclopropanes
Chen, Dingben,Fan, Zili,Huang, Ling,Gao, Kaili,Xiao, Pan,Ni, Chuanfa,Hu, Jinbo
supporting information, p. 319 - 322 (2021/01/25)
TMSCFX2 (X = Cl, Br; TMS = trimethylsilyl) have been developed as halofluorocarbene (CFX, X = Cl, Br) precursors for [2+1] cyclopropanation with alkenes. Structurally diverse halofluorocyclopropanes were obtained in good to excellent yields. It was found
Copper-catalyzed ligand free ring-opening amination of gem-fluorohalocyclopropanes – An efficient route toward 2-fluoroallylamines
Novikov, Maxim A.,Ibatov, Yaroslav A.,Volchkov, Nikolai V.,Lipkind, Maria B.,Semenov, Sergei E.,Nefedov, Oleg M.
supporting information, p. 58 - 72 (2017/01/18)
Ring-opening amination of gem-chlorofluoro- and gem-bromofluorocyclopropanes with secondary alkyl, aryl amines or hydroxylamines catalyzed by copper(I) or copper(II) compounds with no additional ligands affords tertiary 2-fluoroallylamines or hydroxylamines in moderate to excellent yields. The reaction pathway involves isomerization of gem-fluorohalocyclopropanes to 2-fluoroallyl halides followed by in situ nucleophilic substitution of a halide by an N-nucleophile. The p-methoxyphenyl (PMP) protective group is efficient in the preparation of secondary 2-fluoroallylamines by this method. Primary 2-fluoroallylamines can only be obtained by a stepwise protocol including CuX-catalyzed isomerization of gem-fluorohalocyclopropanes to 2-fluoroallylic halides followed by amination.
Three-component heterocyclization of gem -bromofluorocyclopropanes with NOBF4: Access to 4-fluoropyrimidine N -oxides
Sedenkova, Kseniya N.,Averina, Elena B.,Grishin, Yuri K.,Kutateladze, Andrei G.,Rybakov, Victor B.,Kuznetsova, Tamara S.,Zefirov, Nikolay S.
, p. 9893 - 9899 (2013/01/15)
Novel three-component heterocyclization involving gem- bromofluorocyclopropanes, nitrosyl tetrafluoroborate, and a molecule of the solvent (nitrile) yielding previously unknown fluorinated pyrimidine N-oxides is described. A two-step synthetic approach to 4-fluoropyrimidine N-oxides from alkenes under mild conditions is developed using this reaction. Mechanistic aspects of the heterocyclization are discussed.
