60066-73-1Relevant academic research and scientific papers
Radical allylation, vinylation, alkynylation, and phenylation reactions of α-halo carbonyl compounds with organoboron, organogallium, and organoindium reagents
Takami, Kazuaki,Usugi, Shin-Ichi,Yorimitsu, Hideki,Oshima, Koichiro
, p. 824 - 839 (2007/10/03)
Allylic gallium and indium reagents are found to mediate radical allylation reactions of α-iodo or α-bromo carbonyl compounds. Treatment of benzyl bromoacetate with allylgallium, prepared from allylmagnesium chloride and gallium trichloride, in the presence of triethylborane provided benzyl 4-pentenoate in excellent yield. Addition of water as a co-solvent improved the yields of allylated products. Allylic indium reagents are also useful and can replace the gallium reagents. A diallylborane reagent can allylate an α-iodo ester in good yield. Alkenylation reactions of α-halo carbonyl compounds with alkenylindium proceeded via a radical process in the presence of triethylborane. Unactivated alkene moieties and styryl groups were introduced by this method. The carbon-carbon double bond geometry of the alkenylindiums was retained during the alkenylation. Preparation of an alkenylindium via a hydroindation of 1-alkyne and subsequent radical alkenylation established an efficient one-pot strategy. Radical alkynylations and phenylations with organoindium reagents are disclosed herein.
Process for preparing halogenated compounds
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, (2008/06/13)
A process for preparing halogenated compounds of formula RCY(Z)CH2 CH(X)C(CH3)CH2 COR1 where X, Y and Z are halo, R is alkyl, halo, haloalkyl or aryl, and R1 is hydroxy, halo, alkoxy, alkyl or haloalkyl, or the residue of a pyrethroidal alcohol, in which a compound of formula CH2 =CHC(CH3)2 COR1 is reacted with a sulphonyl halide of formula RCY(Z)SO2 X. The process avoids the use of volatile halocarbons in the production of valuable intermediates for insecticides.
Intermediates for insecticidal synthetic pyrethroids
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, (2008/06/13)
Intermediates and Process For Insecticidal Synthetic Pyrethroids Compounds of the formulas STR1 and their use in a process for preparing a pyrethroid insecticide of the formula STR2 wherein R is a substituted or unsubstituted biphenylmethyl radical or 4-p
Process for preparing dihalovinylcyclopropanecarboxylates
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, (2008/06/13)
Novel syntheses of dihalovinylcyclopropanecarboxylates, including potent insecticides, are described. The processes begin with the reaction between an alkenol and an orthoester to produce a γ-unsaturated carboxylate, followed by the catalyzed addition of a carbon tetrahalide to the double bond and dehydrohalogenation to produce a cyclopropane derivative.
