Synthesis of Heterocycles by a C–C Cross-Coupling/Alkyne-Carbonyl-Metathesis Strategy

Dedicated to Dr. Peter Ehlers on the occasion of his 40^th birthday

Abstract

The present article presents a personal account on the synthesis of heterocycles by the combination of regioselective Pd-catalyzed cross-coupling reactions of polyhalogenated heterocycles, i.e., Suzuki–Miyaura and Sonogashira reactions, with alkyne-carbonyl-metathesis (ACM) reactions. The products, which show interesting optical, electronic or medicinal properties, are not readily available by other methods.

Key words

catalysis - cross-coupling - metathesis - heterocycles - palladium - regioselectivity - 1 Introduction - 2 6-Azaullazines and Pyrrolo[1,2-a]naphthyridines - 3 Dibenzoacridines - 4 Azapyrenes - 5 Naphthothiophenes - 6 Imidazo[1,2-a]benzoazepines - 7 Dibenzotropones - 8 Conclusions

Publication History

Received: 31 August 2023

Accepted after revision: 21 September 2023

Article published online:
22 February 2024

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