129780-53-6

Upstream product

• 1194-57-6 2-thiophthalide 
• 123-38-6 propionaldehyde 
• 495-40-9 propiophenone 
• 144-62-7 oxalic acid 
• 110718-82-6 1-(2-iodophenyl)-1-butanone 
• 87-24-1 ethyl 2-methylbenzoate 

Downstream Products

• 1370049-35-6 methyl 2-(but-1-enyl)benzoate 
• 1351765-69-9 (E)-2-(but-1-enyl)-N-phenylbenzamide 
• 1351766-32-9 C₁₇H₁₅NO 
• 1351766-29-4 (E)-2-phenyl-3-(prop-1-enyl)isoindolin-1-one 
• 1351766-31-8 3-allyl-2-phenylisoindolin-1-one 
• 866314-54-7 (E)-2-[2-(1-n-butenyl)-benzyl]-3-oxobutanoic acid ethyl ester 
• 866314-34-3 3-[((E)-2-But-1-enyl)-phenyl]-2-diazo-3-oxo-propionic acid ethyl ester 
• 866314-62-7 3-[((E)-2-But-1-enyl)-phenyl]-2-diazo-propionic acid ethyl ester 
• 866314-29-6 (E)-β-oxo-2-(1-n-butenyl)-benzenepropanoic acid ethyl ester 
• 866314-43-4 [((E)-2-But-1-enyl)-phenyl]-methanol 

Relevant academic research and scientific papers

Palladium-catalyzed: Ortho -halogen-induced deoxygenative approach of alkyl aryl ketones to 2-vinylbenzoic acids

The 2-vinylbenzoic acids have wide applications in the field of polymer chemistry and are key precursors for the synthesis of important bioactive molecules. Herein, an ortho-halogen-induced deoxygenative approach for the generation of 2-vinylbenzoic acids from alkyl aryl ketones by palladium catalysis is discovered and explored. This approach requires no base or stoichiometric additives and can be carried out through a simple one-step process. Furthermore, the present reaction is scalable up to one-gram scale. The commercially available palladium on carbon (5 wt%) was used as a heterogeneous catalyst and showed excellent recyclability (5 times) without significant loss in catalytic activity. Pleasingly, under our optimized conditions, the alpha alkyl substituted 2-iodoacetophenones exhibit good diastereoselectivity and predominantly (E)-2-vinylbenzoic acids were obtained with good to excellent yields.

Stereoselective synthesis of hydroxy stilbenoids and styrenes by atom-efficient olefination with thiophthalides

The synthesis of stilbenoids and styryl carboxylic acids is accomplished with high E-stereoselectivity by olefination of aldehydes with thiophthalides under basic conditions. The olefination is highly atom-efficient as it only loses elemental sulfur during the reaction. This olefination, in conjunction with retro Kolbe-Schmitt reaction, allows facile synthesis of E-hydroxystilbenoids with minimal employment of protecting groups. This study also discloses two important findings: formation of i) 4-methylsulfanyl isocoumarins and ii) an 2-arylindenone. The Royal Society of Chemistry 2012.

Stereospecific Formation of 2-benzoic Acids in an Unusual Reaction of Thiophthalides with Aldehydes

The reaction of thiophthalides 1 with aldehydes 3 in the presence of lithium tert-butoxide at -60 deg C to 25 deg C results in the stereospecific formation of only trans 2-(alk-1'-enyl)benzoic acids 4 in fairly good yields in one-pot operations.This react