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DOI: 10.1055/s-0041-1738384
Synthesis of Nitrogen Heterocycles by Domino C–N Coupling/Hydroamination Reactions
Dedicated to Professor Atta-ur-Rahman, PhD, Sc.D, N.I., FRS, FPAS, on the occasion of his 80th birthday
Abstract
The present article presents a personalized Account on the synthesis of nitrogen heterocycles by domino C–N coupling/hydroamination reactions and related processes. The starting materials, 2-alkynyl-1-halohetarenes, are regioselectively available by Sonogashira reactions of various 1,2-dihalogenated heterocycles, such as thiophenes, benzothiophenes, furans and benzofurans, pyridines, quinolines, pyrimidines, and other ring systems. More complex products are formed by domino C–N coupling/hydroamination/C–H arylation reactions of 2-alkynyl-1-halohetarenes with 2-bromoanilines. In these reactions, not only two, but three bonds are formed in one step. In many cases, the products constitute new heterocyclic core structures and show interesting pharmacological or fluorescence properties.
1 Introduction
2 Domino C–N Coupling/Hydroamination Reactions
3 Domino C–N Coupling/Hydroamination/C–H Arylation Reactions
4 Conclusions
Publication History
Received: 13 April 2022
Accepted after revision: 21 April 2022
Article published online:
09 June 2022
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For an excellent book related to domino reactions, see: