title: DDQ-mediated direct intramolecular-dehydrogenative-coupling (IDC): expeditious approach to the tetracyclic core of ergot alkaloids.
abstract: An efficient route to 2-oxindoles bearing an all-carbon quaternary center at the pseudobenzylic position has been developed via a DDQ-mediated Intramolecular-Dehydrogenative-Coupling (IDC). The methodology involves a one-pot C-alkylation of β-N-arylamido esters (7) concomitant with dehydrogenative-coupling in the presence of stoichiometric amount of DDQ. A tentative mechanistic route has been proposed for the oxidative coupling. The methodology provides a two-step entry to the ergoline structure of ergot alkaloids.
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, MP - 462 023, India.
authors.forename: Subhajit
authors.initials: S
authors.lastname: Bhunia
authors.forename: Santanu
authors.initials: S
authors.lastname: Ghosh
authors.forename: Dhananjay
authors.initials: D
authors.lastname: Dey
authors.forename: Alakesh
authors.initials: A
authors.lastname: Bisai