Feeding the Heck Reaction with Alcohol: One-Pot Synthesis of Stilbenes from Aryl Alcohols and Bromides
Feeding the Heck Reaction with Alcohol: One-Pot Synthesis of Stilbenes from Aryl Alcohols and Bromides
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DOI：
10.1002/adsc.201200340
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发表时间：
2012-05-01
影响因子：
5.4
通讯作者：
Xiao, Jianliang
中科院分区：
文献类型：
--
作者：
Colbon, Paul;Barnard, Jonathan H.;Xiao, Jianliang
芳基醇用作Heck反应的原料。Keggin型杂多酸催化醇选择性脱水为苯乙烯，苯乙烯在一锅法中与芳基溴进行钯催化的Heck芳基化，得到广泛官能化的芪。溶剂的选择是级联脱水Heck反应的关键，富电子的芳基醇更喜欢碱性介质，而缺电子的需要碱性较低的溶剂。
Aryl alcohols are employed as feedstock for the Heck reaction. Keggin-type heteropolyacids catalyse the selective dehydration of the alcohols to styrenes, which, in one-pot, undergo palladium-catalysed Heck arylation with aryl bromides, affording broadly functionalised stilbenes. The choice of solvent is critical for the cascade dehydrationHeck reaction, with electron-rich aryl alcohols preferring a basic medium while electron-deficient ones demanding solvents of lower basicity.