Palladium-Catalyzed Regio- and Stereoselective Synthesis of Aryl and 3-Indolyl Substituted-4-Methylene- isoquinolin-1(2H)-ones.

  1. Valeria NoriORCID Logo,
  2. Antonio ArcadiORCID Logo,
  3. Armando CarloneORCID Logo,
  4. Fabio MarinelliORCID Logo and
  5. Marco ChiariniORCID Logo

Submitting author affiliation: University of L'Aquila, L'AQUILA, Italy

Beilstein Arch. 2020, 20208. doi:10.3762/bxiv.2020.8.v1

Published 14 Jan 2020

  • Preprint


Cascade cyclocarbopalladation of the readily available aryl/alkyl-substituted propargylic amides containing an aryl iodide moiety, followed by Suzuki-Miyaura coupling with arylboronic acids, allowed an efficient regio- and stereoselective synthesis of tetrasubstituted-4-methylene-isoquinolin-1(2H)-ones. Moreover cascade cyclocarbopalladation, followed by reaction with 2- alkynyltrifluoroacetanilides, accomplished a double cyclization, to afford challenging 4-methylene-isoquinolin-1(2H)-ones bearing a 3-indolyl substituent, through aminopalladation/reductive elimination

Keywords: Isoquinolinones; Indoles; Palladium; Arylboronic Acids; Alkynylanilines.

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Nori, V.; Arcadi, A.; Carlone, A.; Marinelli, F.; Chiarini, M. Beilstein Arch. 2020, 20208. doi:10.3762/bxiv.2020.8.v1

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