60014-86-0

Upstream product

• 98-86-2 acetophenone 
• 13466-30-3 1-(2-methylphenyl)hydrazonoethane 
• 75-25-2 Bromoform 
• 558-13-4 carbon tetrabromide 
• 100-44-7 benzyl chloride 
• 3112-88-7 Benzyl phenyl sulfone 
• 60014-81-5 1,2-dibromo-2-trimethylsilyloxy-prop-2-yl-benzene 

Downstream Products

• 19647-26-8 (Z)-β-bromo-α-methylstyrene 
• 16917-35-4 (E)-(1-bromoprop-1-en-2-yl)benzene 
• 865999-21-9 1,1-bis(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-2-phenyl-1-propene 
• 103670-46-8 (CH₃)(C₆H₅)CC(Sn(CH₃)3)2 
• 3360-53-0 1-bromo-2-phenyl-1-propene 
• 78462-98-3 diisopropyl (Z)-(2-phenylprop-1-en-1-yl)phosphonate 
• 78462-99-4 diisopropyl (E)-(2-phenylprop-1-en-1-yl)phosphonate 
• 1174062-74-8 N-(4-bromophenyl)-2-phenylpropionamide 
• 1174062-73-7 (R/S)-N-(4-aminophenyl)-2-phenylpropanamide 
• 59960-38-2 2-phenyl-N-(o-tolyl)propanamide 
• 1174062-75-9 ethyl 4-(2-phenylpropanamido)benzoate 
• 59960-39-3 N-(3-methylphenyl)-α-methyl-benzeneacetamide 
• 19341-03-8 N-phenyl-2-phenylpropanamide 
• 59960-49-5 N-(4-methoxyphenyl)-α-methyl-benzeneacetamide 

Relevant academic research and scientific papers

Iron-Catalyzed Regioselective Alkenylboration of Olefins

The first examples of an iron-catalyzed three-component synthesis of homoallylic boronates from regioselective union of bis(pinacolato)diboron, an alkenyl halide (bromide, chloride or fluoride), and an olefin are disclosed. Products that bear tertiary or quaternary carbon centers could be generated in up to 87 % yield as single regioisomers with complete retention of the olefin stereochemistry. With cyclopropylidene-containing substrates, ring cleavage leading to trisubstituted E-alkenylboronates were selectively obtained. Mechanistic studies revealed reaction attributes that are distinct from previously reported alkene carboboration pathways.

A new synthesis protocol for photochromic triarylethenes and their multifunctional derivatives

A synthesis protocol was presented and applied in the preparation of a series of new photochromic triarylethene (TAE) derivatives cherishing bifunctional groups. The titled molecules all perform photochromism in the rare yellow absorption band in both solution and solid. Some of them show classical aggregation-induced emission (AIE) fluorescence properties, and the fluorescence exhibits distinctive photo-controllable performance. The synthesis and design of photochromic triarylethenes could provide a new alternative for achieving solid photochromic and photo-controllable fluorescent materials based on simple structures and convenient synthesis process.

The hydrodebromination of 1,1-dibromoalkenes via visible light catalysis

Vinyl bromides are versatile synthetic intermediates and widely applied in organic synthesis and pharmaceuticals. Herein, a hydrodebromination reaction of 1,1-dibromoalkenes was established via visible light catalysis. A variety of structurally different vinyl bromides were obtained in moderate to excellent yields.

Nickel-Catalyzed Reductive Cross-Coupling of Vinyl Bromides with Unactivated Alkyl Halides

The use of pyridine as the sole ligand for the reductive vinylation of unactivated secondary alkyl halides under Ni-catalyzed conditions has been developed. Both alkyl- and aryl-substituted vinyl bromides are suitable, in which alkyl-decorated α-alkenyl bromides resulted in the α-products in good results.

Nickel(II)-magnesium-catalyzed cross-coupling of 1,1-dibromo-1-alkenes with diphenylphosphine oxide: One-pot synthesis of (E)-1-alkenylphosphine oxides or bisphosphine oxides

A novel nickel(II)-magnesium-mediated cross-coupling of diphenylphosphine oxide with a variety of 1,1-dibromo-1-alkenes has been developed, which provides a powerful and general methodology for the stereoselective synthesis of various (E)-1-alkenylphosphine oxides or bisphosphine oxides, with operational simplicity of the procedure, good to high yields and broad substrate applicability. Mechanistic studies reveal that the reaction might involve a Hirao reduction, cross-coupling and Michael addition. Copyright

CHBr3/TiCl4/Mg as an unusual nucleophilic CBr 2 carbenoid: Effective and chemoselective dibromomethylenation of aldehydes and ketones

We report that instead of using CBr4, CHBr3 can serve as a highly nucleophilic dibromomethylene carbenoid in chemoselective carbonyl dibromomethylenation. Successful application of the dibromomethylenation to various carbonyl compoun

Fritsch-Buttenberg-Wiechell rearrangement to alkynes from gem-dihaloalkenes with lanthanum metal

The first example of the FBW rearrangement using of lanthanum metal and a catalytic amount of iodine was disclosed. When gem-diiodo- and gem-dibromoalkenes were treated with lanthanum metal in the presence of a catalytic amount of iodine, the reductive dehalogenation of these compounds smoothly proceeded to produce the corresponding alkynes in moderate to good yields.

Horner-Wadsworth-Emmons modification for Ramirez gem-dibromoolefination of aldehydes and ketones using P(Oi-Pr)3

A simple procedure for the use of triisopropylphosphite in the Ramirez olefination is described. This reagent is equally or more reactive than PPh 3 toward aldehydes and ketones in the gem-dibromoolefination of aldehydes and ketones. Under the

A convenient preparation of mono- or gem-di-halogenoalkanes from α-sulfonyl carbanions and halogenolithiocarbenoids.

Various α-sulfonyl carbanions have been shown to react at low temperature with di- or tri-halogenolithiocarbenoids, to give 1-mono- or 1,1-di-halogenoalkanes.Bromocarbenoids gave better results than their chloro-analogues.Reaction of dibromolithiomethane with α-lithiated sulfones gives a high yield of vinylic bromides, the stereochemistry of which is cleanly E.Evidence is presented that the carbenoid itself is responsible for the reaction, and is not first converted into the corresponding carbene.

Monophenylation accompanied by partial reduction of 1,1-dihalogeno-2-phenyl-1-alkenes in the presence of a nickel-phosphine complex

Reaction of 1,1-dihalogeno-2-phenyl-1-alkenes (I) with phenylmagnesium bromide in the presence of NiCl2(dppp) in THF has been studied.Mono-cross-coupling accompanied by partial reduction gave (E)-1,2-diphenyl-1-alkenes (III) as the major products.Use of a large excess of Grignard reagent increased the yields of III and the (Z)-isomers (II), with a decrease in the yield of double cross-coupling products, 1,1,2-triphenyl-1-alkenes (IV).The highest ratio of the sum of the yields of the monophenylation products to the yield of the double cross-coupling product, (II+III)/IV=36.5, was found for the reaction of PhMgBr with 1,1-dibromo-2-phenylpropene (Ib) in a 12.0/1 molar ratio.A possible reaction mechanism is described.