化学
甲醇钠
碘化钠
药物化学
试剂
降冰片烯
产量(工程)
甲醇
碘甲烷
有机化学
钠
材料科学
单体
冶金
聚合物
作者
Dietmar Seyferth,Gregory Murphy
标识
DOI:10.1016/s0022-328x(00)84946-3
摘要
An improved procedure for the preparation of phenyl(fluorodichloromethyl)mercury involving the reaction of phenylmercuric chloride with sodium methoxide and fluorodichloromethane in THF/methanol at −40° is described. This procedure gives PhHgCCl2F in high yield and generally of about 85% purity. Reactions of the PhHgCCl2F thus prepared with olefins [cyclohexene, cyclooctene, allyltrimethylsilane, vinyltriethylsilane, Me2CCHCl, Me2CC(Br)Me, CH2C(Me)CH2Cl and norbornene] gave the expected cyclopropanes in high yield. This mercury reagent added CClF to the CN bond of PhNCCl2, giving 1-phenyl-2-fluoro-2,3,3-trichloroaziridine and to the CS bond of thiobenzophenone. The thiirane formed was, however, unstable to the reaction and work-up conditions and only its desulfurization product, Ph2CCClF, could be isolated. Fluorochlorocarbene transfer from this mercurial also could be induced by the action of sodium iodide in DME. Evidence is presented which shows that PhHgCCl2F is more reactive in CClF transfer than indicated in a previous report.
科研通智能强力驱动
Strongly Powered by AbleSci AI