A convenient synthesis of 2-substituted indoles by the reaction of 2-(chloromethyl)phenyl isocyanides with organolithiums

被引：20
|
作者：
Kobayashi, Kazuhiro [1 ]
Iitsuka, Daisuke [1 ]
Fukamachi, Shuhei [1 ]
Konishi, Hisatoshi [1 ]
机构：
[1] Tottori Univ, Div Appl Chem, Dept Chem & Biotechnol, Grad Sch Engn, Tottori 6808552, Japan
来源：
TETRAHEDRON | 2009年 / 65卷 / 36期
关键词：
Indoles; Isocyanides; Organolithiums; Intramolecular substitution; Imidoyl anion; CYCLIZATION REACTIONS; 2,4-DISUBSTITUTED QUINOLINES; FUNCTIONALIZED ISOCYANIDES; EFFICIENT SYNTHESIS; DERIVATIVES; INDOLIZATION; FLUORIDE; LIGANDS; ALKYNES;
D O I：
10.1016/j.tet.2009.06.127
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of 2-(chloromethyl)phenyl isocyanides, readily available by dehydration of the respective N-[2-(chloromethyl)phenyl]formamides, with organolithiums produced 2-substituted indoles in satisfactory yields through addition of organolithiums to the isocyano carbon followed by intramolecular substitution reaction of the resulting imidoyl anion intermediates. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7523 / 7526
页数：4
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