Organic letters

DDQ-mediated Direct Intramolecular-Dehydrogenative-Coupling (IDC): Expeditious Approach to the Tetracyclic Core of Ergot Alkaloids

S Bhunia, S Ghosh, D Dey, A Bisai

Index: Bhunia, Subhajit; Ghosh, Santanu; Dey, Dhananjay; Bisai, Alakesh Organic Letters, 2013 , vol. 15, # 10 p. 2426 - 2429

Full Text: HTML

Citation Number: 31

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 ...