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

页码：10975 / 10986

页数：12

共 33 条

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