Synthesis of 3-(hydroxymethyl)-3-indol-3′-yloxindoles via Rh(II)-catalyzed three-component reaction of 3-diazooxindoles, indoles and formalin

被引:14
作者
Jing, Changcheng [1 ]
Xing, Dong [1 ]
Wang, Chengjin [1 ]
Hu, Wenhao [1 ]
机构
[1] E China Normal Univ, Sch Chem & Mol Engn, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Shanghai 200062, Peoples R China
关键词
Mixed 3,3 '-bisindole; Carbene; Multi-component reaction; Zwitterion; Aldol addition; CATALYZED CARBENE INSERTION; ENANTIOSELECTIVE TOTAL-SYNTHESIS; CROSS-COUPLING REACTION; C-H FUNCTIONALIZATION; DIAZO-COMPOUNDS; CYCLIZATION REACTIONS; EFFICIENT SYNTHESIS; N-TOSYLHYDRAZONES; VINYL HALIDES; CONSTRUCTION;
D O I
10.1016/j.tet.2015.02.053
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient rhodium(II)-catalyzed three-component reaction of 3-diazooxindoles, indoles and formalin was reported. With this transformation, a series of 3-(hydroxymethyl)-3-indo1-3'-yloxindoles were easily afforded in good to excellent yields. The resulted 3-(hydroxymethyl)-3-indol-3'-yloxindole could be easily converted to the key intermediate for the total synthesis of gliocladin C. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3597 / 3602
页数:6
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