CAS: 6625-08-7; 3-Methyl-2-Oxo-1,2-Dihydroquinoline-4-Carboxylic Acid

主要参考文献

参考标题:Studies On The N-Oxides Of .Pi.-Deficient N-Heteroaromatics. Xxxiv. A Novel Synthesis Of Substituted Indoles By Photochemical Ring Contraction Of 3,1-Benzoxazepines.
作者:Chikara Kaneko,Harue Fujii,Shinji Kawai,Atsushi Yamamoto,Kazuhiko Hashiba,Toshihiko Kimata,Reiko Hayashi,Masanori Somei
摘要:A Novel Photochemical Ring-Contraction Reaction Of 5-Unsubstituted 3, 1-Benzoxazepines And Their 5-Halogeno Or Carboxyl Derivatives To Yield 3-Formylindoles In An Aprotic Solvent Is Reported. This Ring Contraction Was Successfully Extended To Oxazepines Having An Alkoxycarbonyl Function At The 5-Position To Give The Indoles Having This Function At The 3-Position. Though Most Of The Oxazepines Underwent The Ring-Contraction Reaction Only On Irradiation At 254 Nm, 5-Carboxy Derivatives Or Their Esters Afforded The Ring-Contraction Products Even At >= 300 Nm. The Intermediacy Of 3H-Indole Species In These Photochemical Ring-Contraction Reactions Was Demonstrated By The Isolation Of Methyl 3-Acetyl-2-Phenyl-3H-Indole-3-Carboxylate During The Photolysis Of Methyl 4-Methyl-2-Phenyl-3, 1-Benzoxazepine-5-Carboxylate. It Was Found That This 3H-Indole Afforded Methyl 6-And 4-Acetyl-2-Phenyl-Indole-3-Carboxylates Upon Further Irradiation. The Mechanism Of This Acetyl Migration Is Discussed Based On The Result Of The Photochemical Acetyl Migration Of Methyl 1-Acetyl-2-Phenylindole-3-Carboxylate.

合成参考文献

参考DOI号:10.1248/cpb.28.1157