6533b7cffe1ef96bd1258594

RESEARCH PRODUCT

Palladium-catalyzed domino C-H/N-H functionalization: an efficient approach to nitrogen-bridged heteroacenes.

Siegfried R. WaldvogelNatsuyo KamimotoNatsuyo KamimotoKoichi MitsudoSeiji SugaDieter Schollmeyer

subject

Indole testStereochemistryOrganic Chemistrychemistry.chemical_elementGeneral ChemistryMedicinal chemistryCatalysisDominoCatalysischemistry.chemical_compoundchemistryThiopheneMoietySurface modificationAminationPalladium

description

Palladium-catalyzed domino C-H/N-H functionalization for the synthesis of novel nitrogen-bridged thienoacenes and 10H-benzo[4,5]thieno[3,2-b]indole derivatives from dihaloarene is reported. This domino sequence consists of initial C-H functionalization of the benzo[b]thiophene moiety, followed by Buchwald-Hartwig coupling. This transformation is also useful for the synthesis of highly π-extended compounds.

10.1002/chem.201500897https://pubmed.ncbi.nlm.nih.gov/25899607