Chemo-, Regio-, and Stereoselective Construction of Core Skeleton of Furo[2,3-b]pyrrole via Multicomponent Bicyclization Reaction
Chemo-, Regio-, and Stereoselective Construction of Core Skeleton of Furo[2,3-b]pyrrole via Multicomponent Bicyclization Reaction
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通过多组分双环化反应化学、区域和立体选择性构建呋喃[2,3-b]吡咯核心骨架
DOI：
10.1021/acs.joc.7b00371
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发表时间：
2017
影响因子：
3.6
通讯作者：
Li Ming
中科院分区：
文献类型：
--
作者：
Man Ning-Ning;Wang Jia-Qi;Zhang Li-Ming;Wen Li-Rong;Li Ming
建立了一种高效、直接的n -乙基二异丙胺（DIPEA）催化的多组分双环化反应，以β-酮硫酰胺、乙二醛和氰乙酸乙酯为原料，在乙酸乙酯中反应1.5小时合成呋喃[2,3-b]吡咯衍生物。这是通过连续的Knoevenagel缩合、Michael加成和双环化来实现的，导致连续形成四个化学键（两个C-C、两个C-O和一个C-N键）、两个五元环。在一锅操作中得到三个立体中心。
An efficient and straightforwardN-ethyldiisopropylamine (DIPEA)-catalyzed multicomponent bicyclization reaction was developed to synthesize furo[2,3-b]pyrrole derivatives from β-ketothioamides, glyoxals, and ethyl cyanacetate in EtOH at rt for 1.5 h. This was achieved via a sequential Knoevenagel condensation, Michael addition, and double cyclization, resulting in continuous formation of four chemical bonds (two C–C, two C–O, and one C–N bonds), two five-membered cycles, and three stereogenic centers in a one-pot operation.