4.3 Article

Palladium-catalyzed intramolecular C-N coupling: Facile synthesis of tetracyclic C(3)-aminoisoindolinones

Journal

SYNTHETIC COMMUNICATIONS
Volume 52, Issue 11-12, Pages 1448-1456

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2022.2095647

Keywords

Aminoisoindolinones; Buchwald-Hartwig; C-N Coupling; tetracyclic

Funding

  1. UGC-RGNF
  2. Pondicherry University (PU)

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The methodology involves a palladium-(II) catalyzed intramolecular Buchwald-Hartwig C-N coupling to access tetracyclic heterocyclic compounds. It is versatile, highly efficient, and has a wide scope for the synthesis of medicinally important tetracyclic C(3)-aminoisoindolinones.
Herein, we report a new methodology to access tetracyclic heterocyclic compounds incorporating fused isoindolinone and benzimidazoline or isoindolinone and quinazoline motifs. The palladium-(II) catalyzed intramolecular Buchwald-Hartwig C-N coupling involving the C(3) amino and the N(2) 2-bromophenyl groups provided coveted heterocycles in excellent yields. The methodology is versatile, highly efficient, and has a wide scope for the synthesis of a range of medicinally important tetracyclic C(3)-aminoisoindolinones.

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