31778-29-7Relevant articles and documents
Alkene, Bromide, and ROH – How To Achieve Selectivity? Electrochemical Synthesis of Bromohydrins and Their Ethers
Bityukov, Oleg V.,Nikishin, Gennady I.,Terent'ev, Alexander O.,Vil', Vera A.
supporting information, p. 3070 - 3078 (2021/05/10)
Bromohydrins and their ethers were electrochemically synthesized via hydroxy- and alkoxybromination of alkenes using potassium bromide and water or alcohols. High selectivity of bromohydrins formation was achieved only with the use of DMSO as the solvent and an acid as the additive. The proposed combination of starting reagents, additives, and solvents allowed to form bromohydrins or their ethers selectively despite the variety of side-products (epoxides, dibromides, diols). Bromohydrins were obtained in high yields, up to 96%, with a broad substrate scope in an undivided electrochemical cell equipped with glassy carbon and platinum electrodes at high current density. (Figure presented.).
Continuous Flow Synthesis of Terminal Epoxides from Ketones Using in Situ Generated Bromomethyl Lithium
Von Keutz, Timo,Cantillo, David,Kappe, C. Oliver
supporting information, p. 10094 - 10098 (2019/12/24)
A scalable procedure for the direct preparation of epoxides from ketones has been developed. The method is based on the carefully controlled generation of (bromomethyl)lithium (LiCH2Br) from inexpensive CH2Br2 and MeLi in a continuous flow reactor. The reaction has shown excellent selectivity for a variety of substrates, including α-chloroketones, which typically fail under classic Corey-Chaykovsky conditions. This advantage has been used to develop a novel route toward the drug fluconazole.
Halohydrin and its derivatives low priced high-efficient synthetic method (by machine translation)
-
Paragraph 0092; 0093; 0094; 0095, (2017/08/25)
The invention discloses a halohydrin low priced high-efficient synthetic method, the organic solvent of formula I shown in the olefin compound with a halide, sulfoxide and additive mixing, by the olefin of hydroxy halogenate reaction, can be a high selectivity of the halohydrin the system results in the type II shown, wherein R1 , R2 , R3 , R4 , R5 And R6 Are selected from hydrogen, halogen, alkyl, hydroxyalkyl, alkoxy, ester, acyl, amido, dialkyl amino, aryl, substituted aromatic, heterocyclic aromatic group or substituted heterocyclic aromatic, R1 , R2 , R3 , R4 , R5 And R6 The presence of the respective independent may be identical or different; or R1 And R2 , R1 And R3 , R2 And R4 , R3 And R4 , R5 And R6 Combining to form a cycloalkyl or substituted cycloalkyl, benzo ring alkyl or substituted cycloalkyl, heterocycle or substituted heterocycle; M selected from hydrogen, lithium, sodium, potassium, cesium, beryllium, magnesium, calcium, strontium, barium, zinc, copper, iron, ammonium or tetraalkyl ammonium; X chlorine, bromine or iodine. (by machine translation)
