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N-Protected 3-bromo-2,5-dimethylpyrrols, accessible from low-temperature bromination using NBS or BTMABT, have been modified into pentacarbonyl[methoxy(3-pyrrolyl-car-bene)] complexes via sequential halogen/lithium exchange, addition to hexacarbonyl chromium and alkylation. These compounds react with alkynes and amines, resp., to give aminolysis and annulation products. The carbene annulation methodology has been exploited in the synthesis of a persubstituted isoindoloquinone.

zeitschrift für naturforschung b

Reaktionen von Komplexliganden, LVI. 3-Pyrrolylcarben-Komplexe des Chroms: Darstellung und neuartige Carbenanellierung zum Isoindol-Gerüst / Reactions of Complex Ligands, LVI. 3-Pyrrolylcarbene Complexes of Chromium: Synthesis and Carbene Annulation to the Isoindole Skeleton