4541-85-9Relevant articles and documents
Metal-free transfer hydrochlorination of internal C-C triple bonds with a bicyclo[3.1.0]hexane-based surrogate releasing two molecules of hydrogen chloride
Oestreich, Martin,Weidkamp, Andreas J.
supporting information, p. 973 - 976 (2022/02/01)
The development and application of a transfer hydrochlorination reagent based on a trichlorinated bicyclo[3.1.0]hexane core that transfers two molecules of HCl per molecule of surrogate to a π-basic substrate under B(C6F5)3 catalysis is reported. Lewis acid-assisted chloride abstraction followed by thermal electrocyclic cyclopropyl-to-allyl cation ring opening releases ring strain as a previously unexploited driving force.
A mild synthesis of vinyl halides and gem-dihalides using triphenyl phosphite-halogen-based reagents
Spaggiari, Alberto,Vaccari, Daniele,Davoli, Paolo,Torre, Giovanni,Prati, Fabio
, p. 2216 - 2219 (2007/10/03)
A new application of (PhO)3P-halogen-based reagents to the synthesis of vinyl halides and gem-dihalides is described. Vinyl halides were prepared in good to excellent yields from enolizable ketones, whereas aldehydes afforded the corresponding gem-dihalides. The halogenation proceeded smoothly under mild conditions.
Convenient synthesis of aryl-substituted halo olefins from aromatic ketones and acetyl halides in the presence of silica gel-supported zinc halides
Kodomari, Mitsuo,Nagaoka, Takashi,Furusawa, Yuhsuke
, p. 3105 - 3107 (2007/10/03)
A simple and efficient procedure has been developed for the synthesis of aryl-substituted chloro and bromo olefins from aromatic ketones and acetyl halides in the presence of silica gel-supported zinc halides. The Z-isomer is selectively formed.