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Palladium-Catalyzed Direct Diarylation of 2-Benzyl-1,2,3-triazole: a Simple Access to 4-Aryl- or 4,5-Diaryl-2-benzyl-1,2,3-triazoles and Phenanthro[9,10- d ][1,2,3]triazoles
| Content Provider | Hyper Articles en Ligne (HAL) |
|---|---|
| Author | Shi, Xinzhe Zhang, Jian Roisnel, Thierry Soulé, Jean-François Doucet, Henri |
| Abstract | The reactivity of 2-benzyl-1,2,3-triazole in palladium-catalyzed direct arylation was studied. The reaction conditions for the selective synthesis of 2-benzyl-4-aryl-1,2,3-triazoles in moderate to high yields using phosphine-free Pd(OAc)2 catalyst and inexpensive KOAc base have been found. Then, from these 4-aryl-1,2,3-triazoles, the palladium-catalyzed C−H bond functionalization of the C5-position allowed the synthesis of the corresponding 4,5-diarylated 2-benzyl-1,2,3-triazoles. This selective 4,5-diarylation of 2-benzyl-1,2,3-triazole was successfully applied for the straightforward building of the π-extended polycyclic heteroaromatic structures phenanthro[9,10-d][1,2,3]triazoles through Pd-catalyzed C4- and C5-intermolecular arylations followed by Pd-catalyzed C−H intramolecular arylation. |
| Related Links | https://univ-rennes.hal.science/hal-03269559/file/Shi_et%20al_2021_Palladium-Catalyzed%20Direct%20Diarylation_accepted.pdf |
| ISSN | 1434193X |
| e-ISSN | 10990690 |
| DOI | 10.1002/ejoc.202100324 |
| Journal | European Journal of Organic Chemistry |
| Issue Number | 17 |
| Volume Number | 2021 |
| Language | English |
| Publisher | HAL CCSD Wiley-VCH Verlag |
| Publisher Date | 2021-05-07 |
| Access Restriction | Open |
| Subject Keyword | Chemical Sciences |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Physical and Theoretical Chemistry Chemical Engineering |
