79542-20-4

Upstream product

• 7089-34-1 ((Z)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 104-87-0 4-methyl-benzaldehyde 
• 106-38-7 para-bromotoluene 
• 34713-70-7 2-Phenylpropanal 
• 134539-86-9 1-methyl-4-(3-phenyl-2-propen-1-yl)benzene 
• 134539-87-0 1-methyl-4-(3-phenyl-1-propen-1-yl)benzene 
• 624-31-7 4-tolyl iodide 
• 77134-00-0 3-(4-methylphenyl)prop-2-enyl acetate 
• 103-54-8 cinnamyl acetate 
• 122-78-1 phenylacetaldehyde 

Downstream Products

• 80815-78-7 Z,Z,E diphenyl-2,6 p-tolyl-1 hexatriene-1,3,5 
• 1589518-81-9 4-methyl-N-(6-methyl-2-phenyl-1H-inden-1-yl)benzenesulfonamide 

Relevant academic research and scientific papers

Oxygenation of Simple Olefins through Selective Allylic C?C Bond Cleavage: A Direct Approach to Cinnamyl Aldehydes

A novel metal-free allylic C?C σ-bond cleavage of simple olefins to give valuable cinnamyl aldehydes is reported. 1,2-Aryl or alkyl migration through allylic C?C bond cleavage occurs in this transformation, which is assisted by an alkyl azide reagent. This method enables O-atom incorporation into simple unfunctionalized olefins to construct cinnamyl aldehydes. The reaction features simple hydrocarbon substrates, metal-free conditions, and high regio- and stereoselectivity.

Assembly of indenamine derivatives through in situ formed N-sulfonyliminium ion initiated cyclization

An expedient route to structurally diverse indenamine derivatives through condensation of the readily accessible substituted cinnamylaldehydes and sulfonylamines under the catalysis of FeCl3 has been developed, featuring high efficiency in the generation of two bonds and one ring in a single-step and water as the only by-product. This journal is the Partner Organisations 2014.

Palladium-catalyzed dehydrogenative β-arylation of simple saturated carbonyls by aryl halides

(Chemical Equation Presented) A versatile palladium-catalyzed synthesis of highly substituted α,β-unsaturated carbonyl compounds has been developed. In contrast to the known Heck-type coupling reaction of unsaturated carbonyl compounds with aryl halides, the present methodology allows the use of stable and readily available saturated carbonyl compounds as the alkene source. In addition, the reaction proceeds well with low catalyst loadings and does not require any expensive metal oxidants or ligands. A variety of saturated aldehydes, ketones, and esters are compatible for the reaction with aryl halides under the developed reaction conditions to afford α,β-unsaturated carbonyl compounds in good to excellent yields. A possible reaction mechanism involves a palladium-catalyzed dehydrogenation followed by Heck-type cross couplings.

Ruthenium-catalyzed aldehyde functionality reshuffle: Selective synthesis of E-2-arylcinnamaldehydes from E-β-bromostyrenes and aryl aldehydes

A new concept for highly selective synthesis of E-2-arylcinnamaldehydes has been developed via a formal arylformylation of E-β-bromostyrenes with readily available aryl aldehydes. This strategy involves an overall reshuffle of the aldehyde functionality with a loss of hydrogen bromide.