19324-75-5Relevant academic research and scientific papers
A phosphonium ylide as a visible light organophotoredox catalyst
Toda, Yasunori,Tanaka, Katsumi,Matsuda, Riki,Sakamoto, Tomoyuki,Katsumi, Shiho,Shimizu, Masahiro,Ito, Fuyuki,Suga, Hiroyuki
supporting information, p. 3591 - 3594 (2021/04/14)
A phosphonium ylide-based visible light organophotoredox catalyst has been designed and successfully applied to halohydrin synthesis using trichloroacetonitrile and epoxides. An oxidative quenching cycle by the ylide catalyst was established, which was confirmed by experimental mechanistic studies.
Thiourea catalysis of NCS in the synthesis of chlorohydrins
Bentley, Paul A.,Mei, Yujiang,Du, Juan
, p. 1425 - 1427 (2008/09/18)
Thiourea catalysis of reactions utilizing N-succinimides is demonstrated with NCS chlorination of olefins in the presence of water to afford chlorohydrins.
TRANS 1,2-FUNCTIONALIZATION OF CYCLOALKENES USING SELENIUM INTERMEDIATES
Ceccherelli, P.,Curini, M.,Marcotullio, M. C.,Rosati, O.
, p. 3175 - 3178 (2007/10/02)
The reaction of excess phenylselenenyl halides with trisubstituted cyclic olefins in aqueous acetonitrile is regio- and stereospecific and affords trans halohydrins in excellent yields.The reaction proceeds through the formation of a β-hydroxyalkyl phenyl selenide which evolves to halohydrin presumably via an epoxy-intermediate.
Use of Polymeric Phosphine-Halogen Complexes in the Conversion of Epoxides to Halohydrins
Caputo, Romualdo,Ferreri, Carla,Noviello, Silvana,Palumbo, Giovanni
, p. 499 - 501 (2007/10/02)
Polystyryldiphenylphosphine-halogen complexes are convenient reagents for converting epoxides to halohydrins under mild and non-acidic conditions.The method requires only a filtration and evaporation process for product isolation.
An Easy and Efficient Epoxide Opening to give Halohydrins using Tin(II) Halides
Einhorn, Cathy,Luche, Jean-Louis
, p. 1368 - 1369 (2007/10/02)
Epoxides are readily converted into halohydrins by tin(II) halides in a variety of solvents.
A NEW GENERAL SYNTHESIS OF HALOHYDRINS
Palumbo, Giovanni,Ferreri, Carla,Caputo, Romualdo
, p. 1307 - 1310 (2007/10/02)
A new synthetic method has been devised for the rapid conversion of epoxides to chloro-, bromo- and iodo-hydrins in quantitative yield, under mild conditions and in the absence of protic acids.
THE REACTION OF HYPOCHLOROUS ACID WITH OLEFINS. A CONVENIENT SYNTHESYS OF ALLYLIC CHLORIDES
Hegde, Shridhar G.,Vogel, Martin K.,Saddler, John,Hrinyo, Tanya,Rockwell, Ned,et al.
, p. 441 - 444 (2007/10/02)
The reaction of HOCl with more highly substituted olefins in methylene chloride affords allylic chlorides in 60-80percent isolated yields.The utility of the reaction is illustrated with the synthesis of Rose oxide and α-monoterpenes.
