Concise Access to Naphthalene Building Blocks for Naphthylisoquinoline Alkaloid Synthesis via Transition‐Metal Catalysis

Materis, Marios‐Christoforos; Otterlo, Willem A. L. van und Berthold, Dino (2024): Concise Access to Naphthalene Building Blocks for Naphthylisoquinoline Alkaloid Synthesis via Transition‐Metal Catalysis. In: ChemCatChem, Bd. 16, Nr. 23, e202401070

Abstract

A refined and therefore more (cost)efficient synthetic pathway towards 3-functionalized and orthogonally diprotected 5-bromo-1,8-dioxynaphthalenes is reported. The latter has been very recently employed as highly suitable building blocks for the total synthesis of 5-(naphtha-8-yl)isoquinoline alkaloids. Relying on the application of different transition-metal catalyzed reactions, namely C−H oxidation, Hartwig borylation and C,C cross-coupling reactions the desired precursors for future atroposelective synthesis of 5,8’-naphthylisoquinoline alkaloids and derivatives became accessible in a concise fashion.

• Dokumententyp: Zeitschriftenartikel
• Fakultät: Chemie und Pharmazie > Department Chemie
• Themengebiete: 500 Naturwissenschaften und Mathematik > 540 Chemie
• ISSN: 1867-3880
• Sprache: Englisch