2567-32-0

Upstream product

• 26412-87-3 sulfur trioxide pyridine complex 
• 16917-50-3 diethyl monoacetal of glutaconaldehyde 

Downstream Products

• 121742-60-7 (2Z,4E)-6-phenylhexa-2,4-dienal 
• 121742-67-4 4-benzyl-4H-pyran 
• 121742-70-9 (2Z,4E)-1,5-diphenylpenta-2,4-dien-1-ol 
• 5910-88-3 (2Z,4E)-deca-2,4-dienal 
• 54716-12-0 (2Z,4E)-hexa-2,4-dienal 
• 3330-75-4 5-(5-acetoxy-penta-2,4-dienylidene)-3-phenyl-2-thioxo-thiazolidin-4-one 

Relevant academic research and scientific papers

N -aminopyridinium salts as precursors for N-centered radicals - Direct amidation of arenes and heteroarenes

Readily prepared N-aminopyridinium salts are valuable precursors for the generation of N-centered radicals. Reduction of these salts by single electron transfer allows for clean generation of amidyl radicals. It is shown that direct radical C-H amination of heteroarenes and arenes can be achieved with N-aminopyridinium salts under mild conditions by using photoredox catalysis.

Stereoselective Synthesis of 2Z,4E-Dienals by Addition of Organometallic Reagents to Pyrylium Perchlorate

A facile and stereoselective approach to 2Z,4E-dienals and derived products is presented.The method involves addition of an organometallic reagent to a pyrylium salt, followed by electrocyclic ring-opening of the intermediate 2H-pyran, to give the desired Z,E-dienal, usually with greater than 95percent stereochemical purity.These dienals may be trapped in situ with a second organometallic reagent, or oxidised or redused, without loss of stereochemical integrity.The synthesis of (1,3Z,5E)-undeca-1,3,5-triene, a component of the essential oils of the brown Hawaiian seaweeds Dictyopteris plagiogramma and D. australis, is reported to illustrate the simplicity of the procedure.

CHEMISTRY OF ENOL ETHERS. LXXIII. SYNTHESIS OF PYRYLIUM SALTS FROM THE MONOACETALS OF 1,5-DICARBONYL COMPOUNDS.

The reaction of unsubstituted and methyl-substituted 5,5-dialkoxy-2-pentenals and 4,6,6-trialkoxy-2-hexanones with strong mineral acids (perchloric, hexachlorostannic) leads to the formation of pyrylium salts.Pyrylium, 2-methylpyrylium, 4-methylpyrylium, and 2,5-dimethylpyrylium perchlorates and hexachlorostannates were obtained by this method.Pyrylium salts containing a methyl group at position 2 or 4 react with p-dimethylaminobenzaldehyde to form the corresponding styryl dyes.