Suzuki-Miyaura, α-ketone arylation and dehalogenation reactions catalyzed by a versatile N-heterocyclic carbene-palladacycle complex
Suzuki-Miyaura, α-ketone arylation and dehalogenation reactions catalyzed by a versatile N-heterocyclic carbene-palladacycle complex
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DOI：
10.1021/jo0521201
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发表时间：
2006-01-20
影响因子：
3.6
通讯作者：
Nolan, SP
中科院分区：
文献类型：
--
作者：
Navarro, O;Marion, N;Nolan, SP
[图表]描述了络合物（IPr）PdCl（eta（2）-N，C-C（12）H（7）NMe（2））1 [IPr =（N，N '-双（2，6-二异丙基苯基）-咪唑）-2-亚基]在Suzuki-Miyaura交叉偶联反应中的活性，该反应涉及未活化的芳基氯和三氟甲磺酸酯与芳基硼酸在室温下在工业级2-丙醇中进行。这些条件允许在非常短的反应时间内合成二-和三-邻位-取代的联芳基。该配合物对活化和未活化的芳基氯的（X-酮芳基化和脱卤反应也显示出非常高的活性。
[GRAPHICS]The activity of the complex (IPr)PdCl(eta(2)-N,C-C(12)H(7)NMe(2)), 1 [IPr = (N,N'-bis(2,6-diisopropylphenyl)-imidazol)-2-ylidene], in the Suzuki-Miyaura cross-coupling reaction involving unactivated aryl chlorides and triflates with arylboronic acids at room temperature in technical, grade 2-propanol is described. These conditions allow for the synthesis of di- and tri-ortho-substituted biaryls in very short reaction times. This complex also displays very high activity for (x-ketone arylation and dehalogenation reactions of activated and unactivated aryl chlorides.