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Suzuki Coupling of Activated Aryltriazenes for Practical Synthesis of Biaryls from Anilines
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2022-05-29 , DOI: 10.1002/adsc.202200433
Dongsheng Guo 1 , Weijia Shi 2 , Gang Zou 2
Affiliation  

Aryltriazenes can hardly take part in productive organic transformations unless stoichiometric Brönsted or Lewis acid activators are used. We report here for the first time a palladium-catalyzed Suzuki coupling of aryltriazenes activated by a sulfonyl group at N3 atom under the common basic conditions. Benefiting from elimination of stoichiometric acid activators, activated aryltriazenes could efficiently couple with arylboronic acids to afford diaryls in modest to excellent yields by using a simple catalyst at low loading, 0.3 mol% Pd(PPh3)2Cl2. Scope and limitation of the coupling are demonstrated with 26 examples.

中文翻译:

Suzuki 偶联活化芳基三氮烯用于从苯胺合成联芳基

除非使用化学计量的布朗斯台德或路易斯酸活化剂,否则芳基三氮烯几乎不能参与生产性有机转化。我们在这里首次报道了在普通碱性条件下由 N3 原子上的磺酰基活化的芳基三氮烯的钯催化 Suzuki 偶联。得益于化学计量酸活化剂的消除,活化的芳基三氮烯可以有效地与芳基硼酸偶联,通过使用低负载量的简单催化剂(0.3 mol% Pd(PPh 3 ) 2 Cl 2 )以中等至优异的产率提供二芳基化合物。通过 26 个示例演示了耦合的范围和限制。
更新日期:2022-05-29
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