71001-35-9

Upstream product

• 66482-10-8 2,3-dibromo-2-methyl-3-phenyl-propionic acid 
• 704-79-0 3-phenylbut-2-enoic acid 
• 100-42-5 styrene 
• 3234-51-3 1,1-dibromo-2-phenylcyclopropane 
• 100-52-7 benzaldehyde 
• 66070-22-2 α-bromoethyltriphenylphosphonium bromide 
• 1895-97-2 2-methyl-3-phenylacrylic acid 
• 66070-39-1 (1-Bromo-ethylidene)-triphenyl-λ⁵-phosphane 
• 1196-45-8 (1-bromoethyl)benzyl bromide 
• 109-89-7 diethylamine 

Downstream Products

• 1199-77-5 α-methylcinnamic acid 
• 122245-43-6 C₁₂H₁₂N₂ 
• 21370-50-3 (E)-(2-deuterio-1-propenyl)benzene 
• 72090-05-2 cis-β-methylstyrene-β-d1 

Relevant academic research and scientific papers

Hydrodebromination of allylic and benzylic bromides with water catalyzed by a rhodium porphyrin complex

Hydrodebromination of allylic and benzylic bromides was successfully achieved by a rhodium porphyrin complex catalyst using water as the hydrogen source without a sacrificial reductant. Mechanistic investigations suggest that bromine atom abstraction via a rhodium porphyrin metalloradical operates to give the rhodium porphyrin alkyl species and the subsequent hydrolysis of the rhodium porphyrin alkyl species to a hydrocarbon product is a key step to harness the hydrogen from water.

Oxidative Halo-Decarboxylation of α,β-Unsaturated Carboxylic Acids

A procedure for oxidative halo-decarboxylation of α,β-unsaturated carboxylic acids using iodosylbenzene, or iodosylbenzene diacetate, and N-chloro-, N-bromo-, or N-iodosuccinimide is presented.Good yields of the corresponding bromoalkenes are obtained when the α,β-unsaturated carboxylic acids are substituted with an aromatic substituent in the β-position and N-bromosuccinimide is used as the halogenation reagent.The scope of mainly the oxidative bromo-decarboxylation reaction is presented, and a tentative mechanism is proposed.

NOVEL REACTIONS OF PHOSPHONIUM YLIDES WITH PERHALOALKANES: FIRST EXAMPLES OF HALOPHILIC ATTACKS BY PHOSPHONIUM YLIDES AND A FACILE ROUTE TO α-HALOALKYLPHOSPHONIUM SALTS

Phosphonium ylides Ph3=CHR (R = H, CH3, C2H5, n-C3H7, n-C5H11) react readily with perhalofluoroalkanes to afford regiospecifically α-haloalkylphosphonium salts Ph3P+-CHXR Y- (X = I, Br, Cl) in good yields.These reactions reveal a new type of reactivity phosphonium ylides, i.e., the halophilic attack on C-X bonds, and may be useful for the regiospecific synthesis of substituted haloolefins via Wittig reaction.