Synthesis of Nitrogen Heterocycles by a C–C Cross-Coupling/Cycloisomerization Strategy

Abstract

The present article presents a personalized Account on the synthesis of nitrogen heterocycles by combination of regioselective Pd-catalyzed cross-coupling reactions of polyhalogenated heterocycles, i.e., Suzuki–Miyaura and Sonogashira reactions, with acid-mediated cycloisomerization reactions. In many cases, the products constitute new heterocyclic core structures and show interesting optical and electronic properties.

1 Introduction

2 Acridines

3 Phenathridines

4 Azapyrenes

5 Thienoquinolines

6 Pyrrolonaphthyridines

7 6-Aza-ullazines

8 Conclusions

Key words

catalysis - cross-coupling - cycloisomerization - heterocycles - palladium - regioselectivity

Publication History

Received: 15 June 2022

Accepted after revision: 27 June 2022

Article published online:
02 August 2022

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