220470-73-5Relevant academic research and scientific papers
Stereoselective synthesis of 2-alkylidene-3-iminoindoles by reaction of 1,1-dianions with oxalic acid bis(imidoyl) chlorides
Langer, Peter,Wuckelt, Joerg,Doering, Manfred,Goerls, Helmar
, p. 3603 - 3611 (2000)
Treatment of dilithiated nitriles and sulfones with oxalic acid bis(imidoyl) chlorides resulted in a new cyclization reaction which provided a variety of (3-imino-2,3-dihydro-1H-indol-2-ylidene)-acetonitriles and - sulfones in good yields. The reactions p
New and efficient synthesis of pyrrolo[3,2-b]pyrrole-2,5-diones by double-anion-capture reactions of ester carbanions with bis(imidoyl)chlorides of oxalic acid
Langer,Wuckelt,Doering
, p. 729 - 734 (2000)
A variety of pyrrolo[3,2-b]pyrrole-2,5-diones were efficiently prepared by a new domino-reaction of ester carbanions with oxalic acid- bis(imidoyl)chlorides. This reaction proceeded by condensation of 2 equiv of the ester with the bis(imidoyl)chloride and subsequent intramolecular attack of the nitrogen atoms of the bis-enamine intermediate onto the ester groups. The products, which can be regarded as dilactams of pentalene, represent useful synthetic pigments due to their optical features, their stability, and low solubility. The UV-vis properties of the pyrrolo[3,2-b]pyrrole-2,5-diones could be efficiently controlled by the substituents attached to the heterocyclic core. The scope and the limitations of the new cyclization reaction were investigated.
