1256286-01-7

Basic information

• Product Name: 4-iodo-1-methoxy-3-(p-tolyl)-1H-pyrano[4,3-b]quinoline
• Synonyms: 4-iodo-1-methoxy-3-(p-tolyl)-1H-pyrano[4,3-b]quinoline
• CAS NO: 1256286-01-7
• Molecular Weight: 429.257
• Mol File: 1256286-01-7.mol

Chemical Properties

• CAS DataBase Reference: 4-iodo-1-methoxy-3-(p-tolyl)-1H-pyrano[4,3-b]quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-iodo-1-methoxy-3-(p-tolyl)-1H-pyrano[4,3-b]quinoline(1256286-01-7)
• EPA Substance Registry System: 4-iodo-1-methoxy-3-(p-tolyl)-1H-pyrano[4,3-b]quinoline(1256286-01-7)

Safety Data

• Hazardous Substances Data: 1256286-01-7(Hazardous Substances Data)

Upstream product

• 766-97-2 4-n-methylphenylacetylene 
• 73568-25-9 2-chloro-3-quinoline carboxaldehyde 
• 67-56-1 methanol 
• 1159765-59-9 2-(2-(p-tolyl)ethynyl)quinoline-3-carbaldehyde 

Downstream Products

• 1320362-21-7 C₃₃H₂₆FNO₃ 
• 1320362-20-6 C₂₈H₂₆N₂O₂ 
• 1320362-49-9 (E)-methyl 3-(1-methoxy-3-(p-tolyl)-1H-pyrano[4,3-b]quinolin-4-yl)acrylate 
• 1320362-19-3 C₂₆H₂₁NO₂ 
• 1398566-98-7 3-(4-methylbenzoyl)-1-phenylpyrrolo[1,2-a]quinoline-4-carbaldehyde 
• 1398566-99-8 1-(4-methoxyphenyl)-3-(4-methylbenzoyl)pyrrolo[1,2-a]quinoline-4-carbaldehyde 
• 1398567-00-4 3-(4-methylbenzoyl)-1-(thiophen-3-yl)pyrrolo[1,2-a]quinoline-4-carbaldehyde 
• 1398567-19-5 2-iodo-3-(4-methylbenzoyl)-1-phenylpyrrolo[1,2-a]quinoline-4-carbaldehyde 
• 1398566-81-8 1-methoxy-4-(phenylethynyl)-3-(p-tolyl)-1H-pyrano[4,3-b]quinoline 
• 1398566-82-9 1-methoxy-4-((4-methoxyphenyl)ethynyl)-3-(p-tolyl)-1H-pyrano[4,3-b]quinoline 
• 1398566-83-0 1-methoxy-4-(thiophen-3-ylethynyl)-3-(p-tolyl)-1H-pyrano[4,3-b]quinoline 
• 1401829-07-9 1-(hydroxymethyl)-3-(4-methylbenzoyl)-2-(p-tolyl)pyrrolo[1,2-a]quinoline-4-carbaldehyde 
• 1401828-75-8 3-(4-methylbenzoyl)-1,2-dipropylpyrrolo[1,2-a]quinoline-4-carbaldehyde 
• 1401828-73-6 1,2-diethyl-3-(4-methylbenzoyl)pyrrolo[1,2-a]quinoline-4-carbaldehyde 

Relevant articles and documents

Azidation vs [3?+?2]-cycloaddition: Chemoselective reaction of sodium azide towards o-alkynylaldehydes for the synthesis of N-heterocycles

The chemoselective synthesis of functionalized azido- and triazolo-containing nitrogen heterocycles using sodium azide and o-alkynylaldehydes has been described. The azidation reaction was preferred in acetonitrile while the [3 + 2]-cycloaddition was favored in DMSO. Furthermore, the azido-pyranoquinolines were employed for the synthesis of benzonaphthyridines via the Staudinger reaction at room temperature.

Site-selective electrophilic cyclization and subsequent ring-opening: A synthetic route to pyrrolo[1,2-a]quinolines and indolizines

An efficient strategy for the synthesis of pyrrolo[1,2-a]quinolines and indolizines from pyranoquinolines via site-selective electrophilic cyclization and subsequent opening of pyran ring using silver/iodine under mild reaction conditions is described. Th

Pyrano[4,3-b]quinolines library generation via iodocyclization and palladium-catalyzed coupling reactions

Synthesis of a 80-member library of novel pyrano[4,3-b]quinolines in solution-phase is reported. The key intermediate, 4-iodopyrano[4,3-b]quinolines were synthesized by the electrophilic iodocyclization of corresponding ortho-alkynyl aldehydes in good to

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.