Studies on the N-Oxides of π-Deficient N-Heteroaromatics. XXXIV. A Novel Synthesis of Substituted Indoles by Photochemical Ring Contraction of 3, 1- …

C Kaneko, H Fujii, S Kawai…

Index: Kaneko; Fujii; Kawai; et al. Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 4 p. 1157 - 1171

Full Text: HTML

Citation Number: 7

Abstract

抄録: 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 ...

 Related Synthetic Route

~%

~%

~%

~%

~%

~%

~%

~20%

~1%

Detail

~58%

~%

~%

~%

~10%

~%

~12%

~%

~%

~6%

~%

~%

~%

~%

~%

~%

~5%

~39%

Detail

~79%

~%

~38%

Detail

~39%

Detail

~96%

~%

~%

~%

~%

~%

~22%

~%

~%

~%

~39%

~%

~34%

Detail

~%

~%

~%

~%

~81%

~%

~%

~%

~%