I2O5-Mediated Iodocyclization Cascade of N-(1-Arylallyl)pyridine-2-amines with Concomitant C=C Bond Cleavage: A Synthesis of 3-Iodoimidazo[1,2-a]pyridines

被引：13

作者：

Zhou, Bingwei ^{[1
]}

Yuan, Yuan ^{[1
]}

Jin, Hongwei ^{[1
]}

Liu, Yunkui ^{[1
]}

机构：

[1] Zhejiang Univ Technol, Coll Chem Engn, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310014, Zhejiang, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 09期

关键词：

CARBON TRIPLE BOND; ONE-POT SYNTHESIS; OXIDATIVE CLEAVAGE; DECARBOXYLATIVE THIOAMIDATION; C-NUCLEOSIDES; ALKYNES; DERIVATIVES; ALKENES; ACIDS; DIFUNCTIONALIZATION;

D O I：

10.1021/acs.joc.9b00765

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile method for the synthesis of 3-iodoimidazo[1,2-a]pyridines has been successfully developed involving an I2O5-mediated iodocyclization cascade of N-(1-arylallyl)pyridin-2-amines with concomitant C=C bond cleavage. Preliminary mechanistic studies reveal that this protocol might undergo an oxidative cyclization/decarboxylation/iodination sequence in which I2O5 is used as both an oxidant and an iodine source. The present protocol has advantages of wide substrate scope, simple operation, and metal-free conditions.

引用

页码：5773 / 5782

页数：10

共 89 条

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