Design and synthesis of new functionalized isoindigo and (3Z,3′Z)-3,3′-(ethane-1,2-diylidene)bis(indolin-2-one) derivatives

Authors

Gholamhossein Khalili, University of Wollongong, Islamic Azad University
Anthony C. Willis, Australian National University
Paul A. Keller, University of WollongongFollow

RIS ID

130170

Publication Details

Khalili, G., Willis, A. C. & Keller, P. A. (2018). Design and synthesis of new functionalized isoindigo and (3Z,3′Z)-3,3′-(ethane-1,2-diylidene)bis(indolin-2-one) derivatives. Monatshefte für Chemie, 149 (11), 2103-2111.

Abstract

A library of N,N-substituted isoindigo derivatives were prepared by reaction of isoindigo with a variety of alkylating agents in the presence of MeONa under mild conditions in yields of 65-80%. A new, more efficient synthesis of (3Z,3′Z)-3,3′-(ethane-1,2-diylidene)bis(indolin-2-one) is described by reaction of oxindole with glyoxal at reflux in methanol-a small library of N,N′-substituted derivatives were also prepared in 60-70% yield.