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Upstream product

• 124-13-0 Octanal 
• 4392-24-9 Cinnamyl bromide 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 673-32-5 1-Phenylprop-1-yne 
• 111-87-5 octanol 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 29268-75-5 3,3-Dichloro-1-phenyl-1-propene 

Relevant academic research and scientific papers

BARBIER-GRIGNARD-TYPE ALLYLATION OF ALDEHYDES WITH METALLIC ANTIMONY

Metallic-antimony-induced allylation of aldehydes by allylic halides and phosphates gave high yields of the corresponding homoallylic alcohols, regioselectively. α,β-Unsaturated aldehydes afforded only 1,2-addition products.

Indium(I)/CuFe2O4 Reagent for Allylation of Carbonyls and Epoxide Rearranged Carbonyls

Abstract: Indium(I)/CuFe2O4 reagent forcarbonyl allylation and epoxide rearranged carbonyl allylation is proposed forformation of homoallylic alcohols. The In(I) reagent in combination withcatalytic amount of CuFe2O4support in situ formation of nucleophilicallylic indium from allyl halide in THF medium. Nucleophilic allylic indiumspecies react with carbonyls to form homoallyl alcohols in good to excellentyields. Under the presented reaction conditions arylepoxides undergo smoothrearrangement into aldehydes that are also allylated with formation of homoallylalcohols. The process is highly efficient and tolerates different functionalgroups.

Iridium-Catalyzed coupling reaction of primary alcohols with 2-alkynes leading to hydroacylation products

A novel iridium-catalyzed intermolecular coupling reaction of primary alcohols or aldehydes with 2-alkynes was successfully achieved with high regioselectivity to give hydroacylation products such as α,β- unsaturated ketones in good yields. The mechanistic investigation of the reaction strongly indicated that the coupling proceeds through the initial formation of homoallylic alcohols followed by dehydrogenation to β,γ-unsatutated ketones and then isomerisation, which leads to the hydroacylation products.

SnCl2/PdCl2-mediated aldehyde allylation in fully aqueous media

Catalyzed by PdCl2, SnCl2 can efficiently mediate the allylation of various aldehydes with allyl chloride or bromide, but not with allyl alcohol, in fully aqueous media. The yield of the reaction is very high (90-100%), and the reaction is operationally simple, environmental benign and easy to scale up.

Reaction of α-halo organoindium reagents with carbonyl compounds and electron-deficient alkenes

A variety of α-halo organoindium reagents were prepared in situ from the reaction of gem-dihalo compounds with indium metal, and their reactions with carbonyl compounds and electron-deficient alkenes were examined. The reactions of simple 1,1-diiodoalkanes with indium metal gave no defined products but benzal iodide gave stilbene in a moderate yield. α-Halo organoindium reagents derived from α,α-dibromo carbonyl compounds gave oxiranes and cyclopropanes upon the reactions with aldehydes and alkenes, respectively. 3,3-Dichloropropenes reacted with aldehydes in the presence of indium metal to give the corresponding chlorohydrins and/or homoallylalcohols, depending on the structures of both the dichloropropenes and aldehydes employed.

A Barbier allylation and a Reformatsky reaction of carbonyl compounds mediated by indium(I) iodide

Indium(I) iodide was found to mediate in the Barbier allylation and in the Reformatsky reaction of aldehydes and ketones to give homoallylic alcohols and β-hydroxy esters, respectively, presumably via allylindium(III) diiodide.

Indium in Organic Synthesis: Indium-Mediated Allylation of Carbonyl Compounds

Indium-mediated allylation of a variety of ketones and aldehydes afforded excellent yields of the corresponding homoallylic alcohols under very mild reaction conditions.

Samarium(II)-mediated reaction of allylic phosphate esters with carbonyl compounds: A new method for "Umpolung" of allylic phosphates

Allylic phosphates allylate ketones and aldehydes in the presence of samarium(II) iodide.The coupling proceeds with the preservation of the olefin geometry ever, regio- and stereoselectivity are not high.

SOME ORGANIC REACTIONS PROMOTED BY SAMARIUM DIIODIDE

Various homoallylic alcohols and homobenzylic alcohols were prepared by the reaction between aldehydes and allylic or benzylic halides in the presence of samarium diiodide.This iodide is also a very good reagent for formation of pinacols from aldehydes or ketones.The reactions are especially fast and selective in the case of substituted benzaldehydes.The reactivities of various nitrogen functional groups (imine, oxime, nitro, azo, cyano) towards SmI2 were also examined.

SAMARIUM DIIODIDE AS COUPLING AGENT BETWEEN ALDEHYDES AND ORGANIC HALIDES FOR THE SYNTHESIS OF HOMOALLYLIC AND HOMOBENZYLIC ALCOHOLS

Many aliphatic aldehydes are transformed into secondary alcohols by reaction with allyl halides or benzylic halides in presence of SmI2