Construction of Indole Skeletons through Direct Catalytic Three-Component Domino Reactions of Vinylarenes, Aldehydes, and Pronucleophiles
Construction of Indole Skeletons through Direct Catalytic Three-Component Domino Reactions of Vinylarenes, Aldehydes, and Pronucleophiles
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通过乙烯基芳烃、醛和亲核试剂的直接催化三组分多米诺反应构建吲哚骨架
DOI：
10.1055/a-1865-2556
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发表时间：
2022
期刊：
影响因子：
2
通讯作者：
Jun-ichi Matsuo
中科院分区：
文献类型：
--
作者：
Fuka Hori;Tomoyuki Yoshimura;Jun-ichi Matsuo
2-（2-硝基苯基）乙醇是由乙烯烯、醛和各种亲核试剂（包括硝基烷、硫醇和丙二酸酯）通过碱催化的三组分反应制备的，通过连续氧化和还原制备了3-烷基-2-芳基吲哚。除吲哚外，还完成了ann -羟基吲哚的选择性合成。在三组分反应中，还阐明了瞬态苯基阴离子在DMSO中的高度亲核性。
A synthesis of 3-alkyl-2-arylindoles was performed by sequential oxidation and reduction of 2-(2-nitrophenyl)ethanols that were prepared by base-catalyzed three-component reactions of vinylarenes, aldehydes, and various pronucleophiles, including nitroalkanes, thiols, and malonates. In addition to indoles, a selective synthesis of anN-hydroxyindole was accomplished. The highly nucleophilic character of transient benzylic anions in DMSO was also clarified for the three-component reactions.