6533b835fe1ef96bd129f2a7

RESEARCH PRODUCT

Electrophilic substitution and cyclization of 2,2′-bis(N-methylindolyl): A simple access to potential protein kinase C inhibitor

Ulf PindurYoung-shin KimDieter Schollmeyer

subject

chemistry.chemical_compoundElectrophilic substitutionchemistryBicyclic moleculeStereochemistryOrganic ChemistryElectrophileMoleculeReactivity (chemistry)Crystal structureProtein kinase CEnamine

description

A strategy is described for the synthesis of functionalized and cyclized 2,2′-bisindolyl derivatives related to several basic systems of natural products. The starting 2,2′-bis(N-methylindolyl) (8) reacts with a variety of electrophiles and electrophilic dienophiles to furnish the novel, functionalized and cyclized bisindolyl derivatives 9–16. In addition, some reactivity and structural aspects are discussed; an X-ray crystallographic analysis of the 2,2′-bisindolyl 8 provided valuable information for the conformational analyses.

https://doi.org/10.1002/jhet.5570310221