Effective Palladium-Catalyzed Hydroxycarbonylation of Aryl Halides with Substoichiometric Carbon Monoxide
Effective Palladium-Catalyzed Hydroxycarbonylation of Aryl Halides with Substoichiometric Carbon Monoxide
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DOI：
10.1021/ja3114032
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发表时间：
2013-02-27
影响因子：
15
通讯作者：
Skrydstrup, Troels
中科院分区：
文献类型：
--
作者：
Korsager, Signe;Taaning, Rolf H.;Skrydstrup, Troels
发展了一种Pd催化的芳基碘、溴和氯化物的羟甲基化反应，只用1-5mol%的CO，对应于低至0.1bar的p(CO)。甲酸钾是唯一的化学计量试剂，是一种温和的碱性亲核剂，也是一氧化碳的储存库。亚化学计量比的CO可以从提供CO和活性催化剂的酰基Pd(II)预催化剂提供到反应中，从而消除了处理有毒气体的需要。
A protocol for the Pd-catalyzed hydroxy-carbonylation of aryl iodides, bromides, and chlorides has been developed using only 1-5 mol % of CO, corresponding to a p(CO) as low as 0.1 bar. Potassium formate is the only stoichiometric reagent, acting as a mildly basic nucleophile and a reservoir of CO. The substoichiometric CO could be delivered to the reaction from an acyl-Pd(II) precatalyst, which provides both the CO and an active catalyst, and thereby obviates the need for handling a toxic gas.