title: Intramolecular Fischer Indole Synthesis for the Direct Synthesis of 3,4-Fused Tricyclic Indole and Application to the Total Synthesis of (-)-Aurantioclavine.
abstract: Aryl hydrazides with a ketone or aldehyde containing side chains linked to the meta-position of the aromatic ring undergo acid-promoted intramolecular Fischer indole synthesis to generate 3,4-fused tricyclic indoles. The preparative utility of this conceptually new synthetic approach, which does not require prefunctionalization of the indole ring, was demonstrated by its application to a concise total synthesis of (-)-aurantioclavine.
authors.affiliation: Center for New Directions in Organic Synthesis, Department of Chemistry, Hanyang University , 222 Wangshimni-ro, Seongdong-gu, Seoul 04763, Korea.
authors.forename: Jun
authors.initials: J
authors.lastname: Park
authors.affiliation: Center for New Directions in Organic Synthesis, Department of Chemistry, Hanyang University , 222 Wangshimni-ro, Seongdong-gu, Seoul 04763, Korea.
authors.forename: Dong-Hyun
authors.initials: DH
authors.lastname: Kim
authors.affiliation: Center for New Directions in Organic Synthesis, Department of Chemistry, Hanyang University , 222 Wangshimni-ro, Seongdong-gu, Seoul 04763, Korea.
authors.forename: Tapas
authors.initials: T
authors.lastname: Das
authors.affiliation: Center for New Directions in Organic Synthesis, Department of Chemistry, Hanyang University , 222 Wangshimni-ro, Seongdong-gu, Seoul 04763, Korea.
authors.forename: Cheon-Gyu
authors.initials: CG
authors.lastname: Cho