title: A Synthetic Route to Chiral 1,4-Disubstituted Tetrahydro-β-Carbolines via Domino Ring-Opening Cyclization of Activated Aziridines with 2-Vinylindoles.
abstract: A simple and efficient strategy for the synthesis of various 1,4-disubstituted tetrahydro-β-carbolines with excellent stereoselectivity (de, ee up to >99%) via domino ring opening cyclization (DROC) of activated aziridines with 2-vinylindoles is described. The reaction proceeds through LiClO4-catalyzed Friedel-Crafts-type alkylation of 2-vinylindoles with activated aziridines followed by an intramolecular aza-Michael reaction in a domino fashion.
authors.affiliation: Department of Chemistry, Indian Institute of Technology , Kanpur 208016, India.
authors.forename: Masthanvali
authors.initials: M
authors.lastname: Sayyad
authors.affiliation: Department of Chemistry, Indian Institute of Technology , Kanpur 208016, India.
authors.forename: Imtiyaz Ahmad
authors.initials: IA
authors.lastname: Wani
authors.affiliation: Department of Chemistry, Indian Institute of Technology , Kanpur 208016, India.
authors.forename: Raja
authors.initials: R
authors.lastname: Babu
authors.affiliation: Department of Chemistry, Indian Institute of Technology , Kanpur 208016, India.
authors.forename: Yerramsetti
authors.initials: Y
authors.lastname: Nanaji
authors.affiliation: Department of Chemistry, Indian Institute of Technology , Kanpur 208016, India.
authors.forename: Manas K
authors.identifier: 0000-0002-0472-4757
authors.initials: MK
authors.lastname: Ghorai