32507-46-3

Upstream product

• 49678-08-2 3-(4-nitrophenyl)-propenal 
• 463-51-4 Ketene 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 636-98-6 p-nitrobenzene iodide 
• 92356-78-0 (2E,4E)-5-(4-nitrophenyl)penta-2,4-dienoic acid 
• 1067-87-4 Diethyl allylphosphonate 
• 555-16-8 4-nitrobenzaldehdye 
• 41301-43-3 trimethyl-2-propen-1-ylphosphonium bromide 
• 1352656-29-1 C₁₅H₁₉NO₅ 
• 98-80-6 phenylboronic acid 
• 1391057-12-7 1-(1-bromobut-3-en-1-yl)-4-nitrobenzene 
• 17891-78-0 1,3-bis(trimethylsilyl)propene 
• 1734-79-8 3-(4-nitrophenyl)-2-propenal 

Downstream Products

• 33356-87-5 6-(4-nitro-phenyl)-2-p-tolyl-3,6-dihydro-2H-[1,2]oxazine 
• 94206-93-6 2-(4-chloro-phenyl)-6-(4-nitro-phenyl)-3,6-dihydro-2H-[1,2]oxazine 
• 33482-90-5 (E)-N-(4-(buta-1,3-dien-1-yl)phenyl)acetamide 
• 75692-15-8 1-(4-aminophenyl)-4-(4-nitrophenyl)-1,3-butadiene 
• 27594-42-9 dimethyl 4’-nitro[1,1’-biphenyl]-2,3-dicarboxylate 
• 33537-34-7 1-(p-Aminophenyl)-1,3-butadien 

Relevant academic research and scientific papers

Iron(III)/O2-Mediated Regioselective Oxidative Cleavage of 1-Arylbutadienes to Cinnamaldehydes

A simple, efficient, and environmentally benevolent regioselective oxidative cleavage of 1-arylbutadienes to cinnamaldehydes mediated by iron(III) sulfate/O2 has been developed. The reaction offered good yields and excellent regioselectivity and showed good functional group tolerance (31 examples). The method is important, as few reports with limited substrate scope are available for such excellent oxidative cleavage of conjugated dienes.

Highly-functionalized arene synthesis based on palladium on carbon-catalyzed aqueous dehydrogenation of cyclohexadienes and cyclohexenes

Transition metal-catalyzed dehydrogenation is a clean oxidation method requiring no additional oxidants. We have accomplished a heterogeneous Pd/C-catalyzed aqueous dehydrogenation of 1,4-cyclohexadienes and cyclohexenes to give the corresponding highly-functionalized arenes. Furthermore, various arenes could be efficiently constructed in a one-pot manner via a Diels-Alder reaction and the following dehydrogenation.

Palladium-Catalyzed Chemoselective Protodecarboxylation of Polyenoic Acids

Conditions for the first palladium-catalyzed chemoselective protodecarboxylation of polyenoic acids to give the desired polyenes in good yields are presented. The reactions proceed under mild conditions using either a Pd(0) or Pd(II) catalyst and tolerate a variety of aryl and aliphatic substitutions. Unique aspects of the reaction include the requirement of phosphines, water, and a polyene adjacent to the carboxylic acid.

Tandem Cyclopropanation/Vinylogous Cloke-Wilson Rearrangement for the Synthesis of Heterocyclic Scaffolds

Cyclopropanation of 1,3-dienes with ethyl 2-formyldiazoacetate under rhodium catalysis results in either a tandem cyclopropanation/Cloke-Wilson rearrangement or a vinylogous variant, depending on the diene used. These adducts may be subjected to an oxygen

Palladium-Catalyzed Cascade Double C—N Bond Activation: A New Strategy for Aminomethylation of 1,3-Dienes with Aminals

A new palladium-catalyzed selective aminomethylation of conjugated 1,3-dienes with aminals via double C—N bond activation is described. This simple method provides an effective and rapid approach for the synthesis of linear α,β-unsaturated allylic amines with perfect regioselectivity. Mechanistic studies disclosed that one palladium catalyst cleaved two distinct C—N bond to furnish a cascade double C—N bond activation, in which an allylic 1,3-diamine and allylic 1,2-diamine were initially formed as key intermediates through the palladium-catalyzed C—N bond activation of aminal and the α,β-unsaturated allylic amine was subsequently produced via palladium-catalyzed C—N bond activation of the allylic diamines.

Enantioselective Intermolecular Addition of Aliphatic Amines to Acyclic Dienes with a Pd-PHOX Catalyst

We report a method for the catalytic, enantioselective intermolecular addition of aliphatic amines to acyclic 1,3-dienes. In most cases, reactions proceed efficiently at or below room temperature in the presence of 5 mol % of a Pd catalyst bearing a PHOX ligand, generating allylic amines in up to 97:3 er. The presence of an electron-deficient phosphine within the ligand not only leads to a more active catalyst but also is critical for achieving high site selectivity in the transformation.

Synthesis of spiroindanes by palladium-catalyzed oxidative annulation of non- or weakly activated 1,3-dienes involving C-H functionalization

The synthesis of spiroindanes by the palladium-catalyzed oxidative annulation of non- or weakly activated 1,3-dienes with 2-aryl cyclic 1,3-dicarbonyl compounds is described. Examples of the dearomatizing oxidative annulation of 1,3-dienes with 1-aryl-2-naphthols are also presented. This journal is

Heck-Mizoroki coupling of vinyliodide and applications in the synthesis of dienes and trienes

Vinyliodide reacts chemoselectively under Heck-Mizoroki conditions with terminal alkenes, including vinylboronate esters, to give dienes. The resulting dienylboronates undergo Suzuki-Miyaura couplings with aryl, heteroaryl and alkenyl halides to access dienes and trienes.

Pd-catalyzed regioselective and stereospecific Suzuki-Miyaura coupling of allylic carbonates with arylboronic acids

The Pd-catalyzed Suzuki-Miyaura coupling reaction of unsymmetric 1,3-disubstituted secondary allylic carbonates with arylboronic acids has been developed in a wet solvent under a base-free system to afford allyl-aryl coupling products in a high level of isolated yields with complete regio- and E/Z-selectivities with good to excellent chemoselectivities. The coupling reaction of optically active allyl carbonates gave allyl-aryl coupling products with excellent enantioselectivities with inversion of the stereochemistry. This coupling method was successfully applied to the synthesis of (S)-naproxen.

Boron trihalide mediated haloallylation of aryl aldehydes and its application to the preparation of (E)-1,3-dienes

In the presence of boron trihalides, aryl aldehydes couple readily with allylmetals to afford haloallylated products. The reactions tolerate a variety of functional groups. Simple aqueous workup of haloallylation reactions, followed by treatment with 1,8-