150010-00-7Relevant articles and documents
α-Pyrones. Part 4. Synthesis of 3-Benzoylamino-6-(indol-2-yl)pyran-2-ones and their Rearrangement to Substituted Azepinoindole-6-ones: Unusual Neighbouring Group Participation
Gelmi, M. Luisa,Pocar, Donato,Vago, Fulvio
, p. 969 - 974 (2007/10/02)
6-(2-Nitrostyryl)pyran-2-ones 3 are converted into 6-(indol-2-yl)pyran-2-ones 4 by reduction of the nitro group with triethyl phosphite and consequent addition of the nitrene intermediate to the styryl double bond.Compounds 4 undergo a rather unusual, base-catalysed, rearrangement leading to azepinoindol-6-ones 5.