摘要/Abstract
发展了一种羰基化合物与重氮丙二酸二甲酯在三苯基砷和催化量的Rh2(OAc)4作用下发生一锅反应, 合成芳基、烷基取代的亚烷基丙二酸酯的新方法. 该方法的底物范围很广, 包括芳香醛和脂肪醛以及酮等羰基化合物, 都能够顺利地进行反应, 得到中等至优良的收率(59%~99%). 在0.5 mol%的铑催化剂作用下, 能够实现克级反应. 初步的机理研究表明, 这一烯烃化反应是通过铑-卡宾转化为砷叶立德的途径实现的.
In the presence of triphenylarsine and catalytic amount of Rh2(OAc)4, one pot reactions with carbonyl compounds and dimethyl diazomalonate give the corresponding alkylidene and arylidene malonates in moderate to excellent yields (59%~99%). The scope of the carbonyl compounds covered a broad range, including aromatic and aliphatic aldehydes and ketone. The reaction was easily scaled up to gram scale with 0.5 mol% rhodium catalyst loading. The preliminary mechanistic studies showed that the olefination proceeded via a rhodium-carbene transformed arsonium ylide pathway.
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