114862-99-6

Basic information

• Product Name: 5-tosyl-5,6-dihydrodibenzo[b,h][1,6]naphthyridine
• Synonyms: 5-tosyl-5,6-dihydrodibenzo[b,h][1,6]naphthyridine
• CAS NO: 114862-99-6
• Molecular Weight: 386.474
• Mol File: 114862-99-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-tosyl-5,6-dihydrodibenzo[b,h][1,6]naphthyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-tosyl-5,6-dihydrodibenzo[b,h][1,6]naphthyridine(114862-99-6)
• EPA Substance Registry System: 5-tosyl-5,6-dihydrodibenzo[b,h][1,6]naphthyridine(114862-99-6)

Safety Data

• Hazardous Substances Data: 114862-99-6(Hazardous Substances Data)

Upstream product

• 1224713-12-5 N-(2-formylphenyl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide 
• 62-53-3 aniline 
• 14278-37-6 1-tosyl-2,3-dihydroquinolin-4(1H)-one 
• 529-23-7 o-aminobenzaldehyde 

Relevant articles and documents

Synthesis of 5,6-dihydrodibenzo[b,h][1,6]naphthyridines via copper bromide catalyzed intramolecular [4 + 2] hetero-Diels-Alder reactions

A highly efficient synthesis of 5,6-dihydrodibenzo[b,h][1,6]naphthyridines was achieved by reaction between 2-(N-propargylamino)benzaldehydes and arylamines in the presence of CuBr2. The in situ generated electron-deficient heterodienes bearing a tethered alkyne partner underwent an intramolecular inverse electron-demand hetero-Diels-Alder reaction followed by air oxidation to furnish the products in high yields. This reaction tolerated a large number of substituents to afford diverse products under mild conditions. This strategy was also successfully extended to the synthesis of 12,13-dihydro-6H-benzo[h]chromeno[3,4-b][1,6]naphthyridin-6-ones starting from 3-amino-2H-chromen-2-one, again in high yields.