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

Journal Article


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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.

Authors


  •   Khalili, Gholamhossein (external author)
  •   Willis, Anthony C. (external author)
  •   Keller, Paul A.

Publication Date


  • 2018

Citation


  • 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.

Scopus Eid


  • 2-s2.0-85052912868

Ro Full-text Url


  • https://ro.uow.edu.au/cgi/viewcontent.cgi?article=1195&context=smhpapers1

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/192

Number Of Pages


  • 8

Start Page


  • 2103

End Page


  • 2111

Volume


  • 149

Issue


  • 11

Place Of Publication


  • Austria

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.

Authors


  •   Khalili, Gholamhossein (external author)
  •   Willis, Anthony C. (external author)
  •   Keller, Paul A.

Publication Date


  • 2018

Citation


  • 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.

Scopus Eid


  • 2-s2.0-85052912868

Ro Full-text Url


  • https://ro.uow.edu.au/cgi/viewcontent.cgi?article=1195&context=smhpapers1

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/192

Number Of Pages


  • 8

Start Page


  • 2103

End Page


  • 2111

Volume


  • 149

Issue


  • 11

Place Of Publication


  • Austria