ZnCl2-Promoted Intramolecular Hetero-Diels-Alder Reaction of o-Alkynylphenylcarbodiimides for Synthesis of Dihydrodibenzo[b,g][1,8]naphthyridines.
The ZnCl2-promoted intramolecular hetero-Diels-Alder reaction of N-(ortho-propargylphenyl)-N'-arylcarbodiimides, in which the aryl-N=C moiety functioned as a 2-azabuta-1,3-diene, 4π component, has been achieved. By this method, very rare 5,12-dihydrodibenzo[b,g][1,8]naphthyridines and fully aromatized dibenzo[b,g][1,8]naphthyridines were successfully synthesized.
International Institute for Integrative Sleep Medicine (WPI-IIIS), University of Tsukuba.
Noriki
N
Kutsumura
Yasuaki
Y
Koyama
Kotaro
K
Tateno
Naoshi
N
Yamamoto
Hiroshi
H
Nagase
Takao
T
Saito
D000480:Alkynes / Q000737:chemistry*; D002712:Chlorides / Q000737:chemistry*; D061565:Cycloaddition Reaction; D007094:Imides / Q000737:chemistry*; D015394:Molecular Structure; D009287:Naphthyridines / Q000138:chemical synthesis* / Q000737:chemistry; D017967:Zinc Compounds / Q000737:chemistry*
D000480:Alkynes; D002712:Chlorides; D007094:Imides; D009287:Naphthyridines; D017967:Zinc Compounds; C000613799:dihydrodibenzo(b,g)(1,8)naphthyridine; C016837:zinc chloride