Brønsted acid-promoted synthesis of highly functionalized tetrahydrocarbazoles from diethyl (E)-5-diazo-4-oxohex-2-enedioate

Abstract

Brønsted acid-promoted synthesis of highly functionalized tetrahydrocarbazoles from indoles and easily accessible diethyl (E)-5-diazo-4-oxohex-2-enedioate has been achieved. Diethyl (E)-5-diazo-4-oxohex-2-enedioate acts as a 1,4-diacceptor and undergoes tandem Michael addition followed by nucleophilic substitution at the diazo carbon with indole in the presence of a strong Brønsted acid.