Synthesis of Aporphine Analogues via Palladium-Catalyzed Intramolecular Aryl-Aryl Dehydrogenative Coupling.

J Org Chem

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an 710069, People's Republic of China.

Published: October 2021

AI Article Synopsis

  • This study discusses a new method for connecting two inactive aryl C-H bonds to create aporphine analogues using an intramolecular dehydrogenative coupling reaction.
  • The reaction utilizes palladium as a catalyst and allows for the activation of C-H bonds, making it a unique approach in synthetic chemistry.
  • Additionally, the resulting products from this coupling can be further utilized to synthesize natural compounds such as aporphine and zenkerine.

Article Abstract

Reported herein is an intramolecular dehydrogenative coupling of two inert aryl C-H bonds for the synthesis of aporphine analogues. The process represents a novel tool for the preparation of aporphines via palladiun-catalyzed C-H bond activation. The present reaction is compatible with various functional groups, and the coupling products have been further applied for the synthesis of natural products aporphine and zenkerine.

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Source
http://dx.doi.org/10.1021/acs.joc.1c01649DOI Listing

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