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DOI: 10.1055/s-0034-1379025
Synthesis of Aryl(di)azinylmethanes and Bis(di)azinylmethanes via Transition-Metal-Catalyzed Cross-Coupling Reactions
Publication History
Received: 11 April 2014
Accepted after revision: 05 May 2014
Publication Date:
15 September 2014 (online)
Abstract
Aryl(di)azinyl- and bis(di)azinylmethane motifs are important as they are found in a number of pharmaceuticals and their precursors. An exhaustive overview of transition metal-catalyzed cross-coupling reactions for their synthesis has been provided.
1 Introduction
2 Reaction of (Di)azinyl (Pseudo)halides with Benzyl Organometallic Reagents
2.1 Organozinc Reagents – Negishi Reaction
2.2 Organoindium Reagents
2.3 Organoaluminum Reagents
2.4 Organotin Reagents – Migita–Kosugi–Stille Reaction
2.5 Organoboron Reagents – Suzuki–Miyaura Reaction
2.6 (Di)azinyl Methyl Thioether Reagents
3 Reaction of (Di)azinyl Organometallic Reagents with Benzyl (Pseudo)halides
3.1 Organomagnesium Reagents – Kumada Reaction
3.2 Organoaluminum Reagents
3.3 Organoboron Reagents – Suzuki–Miyaura Reaction
4 Reaction of (Di)azinylmethyl Halides with Aryl Organometallic Reagents
4.1 Organoboron Reagents – Suzuki–Miyaura Reaction
5 Reaction of Methyl(di)azine Reagents with Aryl Halides
5.1 Pre-activation of Methyl(di)azines
5.2 In Situ Pre-activation of Methyl(di)azines
5.3 Direct Arylation of Methyl(di)azines
6 Reaction of (Di)azine N-Oxides with Benzyl (Pseudo)halides
7 Conclusion
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