Title of article :
Synthesis of a 1,3,4,5-tetrahydrobenzindole β-ketoester
Author/Authors :
Rosenberg، نويسنده , , Marianne Lenes and Aasheim، نويسنده , , Jens H.F. and Trebbin، نويسنده , , Martin and Uggerud، نويسنده , , Einar and Hansen، نويسنده , , Tore، نويسنده ,
Abstract :
Pd(OAc)2-catalyzed decomposition of ethyl 2-diazo-4-(4-indolyl)-3-oxobutanoate leads to a tricyclic tetrahydrobenzindole compound formed by a formal C–H insertion reaction. This tricyclic indole rearranges to a novel and thermodynamically more stable naphthalene derivative. Treatment of N-tosyl-protected ethyl 2-diazo-4-(4-indolyl)-3-oxobutanoate with a base induces facile pyrazole formation.
