Electrophilic Cyclization of Aryl Propargylic Alcohols: Synthesis of Dihalogenated 6,9-Dihydropyrido[1,2-a]indoles via a Cascade lodocyclization

被引：19
|
作者：
Wang, Jia [1 ]
Zhu, Hai-Tao [2 ]
Chen, Si [1 ]
Xia, Yu [1 ]
Jin, Dong-Po [1 ]
Qui, Yi-Feng [1 ]
Li, Ying-Xiu [1 ]
Liang, Yong-Min [1 ]
机构：
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[2] Baoji Univ Arts & Sci, Shannxi Key Lab Phytochem, Baoji 721013, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 22期
基金：
美国国家科学基金会;
关键词：
REGIOSELECTIVE SYNTHESIS; N-HETEROCYCLES; SUBSTITUTED ISOQUINOLINES; TANDEM CYCLIZATION; FACILE SYNTHESIS; DERIVATIVES; INDOLES; ALKYNES; CYCLOADDITION; NUCLEOPHILES;
D O I：
10.1021/acs.joc.6b02013
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A strategy for the synthesis of 6,9-dihydropyrido[1,2-a]indoles through a cascade iodocyclization of 4-(3-methyl-1H-indol-1-yl)-1,1-diphenylbut-2-yri-1-ol derivatives is presented. This reaction was conducted under very mild conditions and in a short time. The reactions are metal-free, are environmentally friendly and give up to 94% yield. Moreover, the obtained halides allow functional group diversification by palladium-catalyzed coupling reactions, which could act as potential intermediates for the synthesis of valuable compounds.
引用
收藏
页码：10975 / 10986
页数：12
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