Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions
Abstract
:1. Introduction
2. Selective Transformation of Pre-Existing N-Containing Heterocycles
2.1. Selective Alkenylation of Indoles
Entry | Catalyst | Conv. (20 h) b | Sel. C2/C3 c | Ai d |
---|---|---|---|---|
1 | [Pd(OAc)2/Cu(OAc)2] | 52% | 0/100 | 0.9 × 10−3 |
2 | [PdCl(hp)3Cu]2 | 65% | 0/100 | 0.4 × 10−3 |
3 | [Pd/Cu]/NaY | 60% | 0/100 | 0.4 × 10−3 |
Entry | R | Conv. (1 h) b | C3-selectivity c |
---|---|---|---|
1 | H | 51 % | 100% |
2 | Me | 88 % | 100% |
3 | Ph | 56 % | 100% |
4 | CO2Me | 28 % | 76% d |
2.2. Selective Arylation of Indoles
2.2.1. N1-arylation
2.2.2. C2 and C3-arylation
3. Selective Construction of N-Containing Heterocycles
3.1. Selective Syntheses of Indoles
3.1.1. Through one-step procedures
3.1.2. Through one-pot multi-step procedures
3.2. Selective Syntheses of 2-Quinolones
3.3. Selective Syntheses of 4-Quinolones
3.4. Selective Syntheses of Indoxyls
3.5. Selective Syntheses of Dihydroisoquinolin-3-ones
4. Conclusions
Acknowledgments
Conflict of Interest
References and Notes
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Djakovitch, L.; Batail, N.; Genelot, M. Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions. Molecules 2011, 16, 5241-5267. https://doi.org/10.3390/molecules16065241
Djakovitch L, Batail N, Genelot M. Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions. Molecules. 2011; 16(6):5241-5267. https://doi.org/10.3390/molecules16065241
Chicago/Turabian StyleDjakovitch, Laurent, Nelly Batail, and Marie Genelot. 2011. "Recent Advances in the Synthesis of N-Containing Heteroaromatics via Heterogeneously Transition Metal Catalysed Cross-Coupling Reactions" Molecules 16, no. 6: 5241-5267. https://doi.org/10.3390/molecules16065241