Palladium-catalyzed cross-coupling reactions of 2-indolyldimethylsilanois with substituted aryl halides
Palladium-catalyzed cross-coupling reactions of 2-indolyldimethylsilanois with substituted aryl halides
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DOI：
10.1021/ol048328a
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发表时间：
2004-09-30
期刊：
影响因子：
5.2
通讯作者：
Baird, JD
中科院分区：
文献类型：
--
作者：
Denmark, SE;Baird, JD
建立了2-吲哚基硅烷醇的一般交叉偶联反应。导致成功偶联的实验变量是(1)使用叔丁二氧化钠作为活化剂，(2)使用化学计量量的碘化铜，(3)使用Pd-2(dba)(3)。CHCl3作为催化剂。在此条件下，N-(Boc)-2-吲哚基二甲基硅醇可与多种芳香族碘化物反应，偶联产物收率高达70-84%。
A mild and general cross-coupling reaction of 2-indolylsilanols has been developed. The experimental variables that lead to successful coupling are (1) the use of sodium tert-butoxide as the activator, (2) the use of copper(l) iodide in stoichiometric quantities, and (3) the use of Pd-2(dba)(3).CHCl3 as the catalyst. Under these conditions N-(Boc)-2-indolyldimethylsilanol reacts with a variety of aromatic iodides to afford the coupling products in good yield (70-84%).