钯催化C-H键活化组装1,2,3 -三唑-融合多环化合物

IF 2.5 3区化学 Q2 CHEMISTRY, ORGANIC

European Journal of Organic Chemistry Pub Date : 2025-06-06 DOI:10.1002/ejoc.202500459

Antonia Iazzetti, Marco Chiarini, Giancarlo Fabrizi, Yuri Gazzilli, Antonella Goggiamani, Federico Marrone, Andrea Serafini, Karim Ullah

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引用次数: 0

摘要

报道了钯催化合成1,2,3 -三唑类杂环化合物的方法，如1,4,5,6 -四氢苯并[c][1,2,3]三唑[4,5 - e]氮平类化合物和4,6 -二氢- 1H -苯并[5,6]奥西皮诺[3,4 - d][1,2,3]三唑类化合物。该方法用途广泛，收率高，甚至适用于将铜催化的炔和有机叠氮化物（CuAAC）反应与钯催化的C-H键活化相结合的多米诺骨牌和一锅顺序方案。提出了一种合理的反应机理。

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Assembly of 1,2,3‐Triazole‐Fused Polycyclic Compounds by Palladium‐Catalyzed C–H Bond Activation

A palladium‐catalyzed protocol for the synthesis of 1,2,3‐triazole‐fused heterocycles, such as 1,4,5,6‐tetrahydrobenzo[c][1,2,3]triazolo[4,5‐e]azepines and 4,6‐dihydro‐1H‐benzo[5,6]oxepino[3,4‐d][1,2,3]triazoles, is reported. The method was found to be versatile, high‐yielding, and even suitable for domino and one‐pot sequential protocols combining the copper‐catalyzed reaction of alkynes and organic azides (CuAAC) with palladium‐catalyzed C–H bond activation. A plausible reaction mechanism is proposed.

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

期刊介绍： The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.