1256286-04-0

Basic information

• Product Name: C₂₂H₁₉NO₂
• CAS NO: 1256286-04-0
• Molecular Weight: 329.398
• Mol File: 1256286-04-0.mol

Chemical Properties

• CAS DataBase Reference: C₂₂H₁₉NO₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₂H₁₉NO₂(1256286-04-0)
• EPA Substance Registry System: C₂₂H₁₉NO₂(1256286-04-0)

Safety Data

• Hazardous Substances Data: 1256286-04-0(Hazardous Substances Data)

Upstream product

• 868765-12-2 2-phenylethynyl-quinoline-3-carbaldehyde 
• 71-36-3 butan-1-ol 

Relevant articles and documents

Iodine-mediated solvent-controlled selective electrophilic cyclization and oxidative esterification of o-alkynyl aldehydes: An easy access to pyranoquinolines, pyranoquinolinones, and isocumarins

Chemoselective behavior of iodine in different solvents in the electrophilic iodocyclization of o-alkynyl aldehydes is described. o-Alkynyl aldehydes 3a-t on reaction with I2 in CH2Cl2 with appropriate nucleophiles provides pyrano[4,3-b]quinolines 4a-f, via formation of cyclic iodonium intermediate Q; however, using alcohols as a solvent as well as nucleophile, o-alkynyl esters 5a-y were obtained selectively in good to excellent yields via formation of hypoiodide intermediate R. Subsequently, o-alkynyl esters were converted in to pyranoquinolinones 6a-i and isocoumarin 6j by electrophilic iodocyclization. This developed oxidative esterification provides a novel access for the chemoselective synthesis of esters 5q-u from aldehydes 3n-p without oxidizing primary alcohol present in the substrate.

Iodine-catalyzed and solvent-controlled selective electrophilic cyclization and oxidative esterification of ortho-alkynyl aldehydes

4-Iodo-pyrano[4,3-b]quinolines and ortho-alkynyl esters were synthesized selectively from ortho-alkynyl aldehydes by an iodine-catalyzed and solvent controlled reaction.