Two birds with one stone: one-pot simultaneous synthesis of 2,2,2-trifluoroethylphenanthridines and benzochromenones featuring the utilization of the byproduct of Togni's reagent

被引：46

作者：

Gao, Cai ^{[1
]}

Li, Bin ^{[1
]}

Geng, Xueyang ^{[1
]}

Zhou, Qianting ^{[1
]}

Zhang, Xinying ^{[1
]}

Fan, Xuesen ^{[1
]}

机构：

[1] Henan Normal Univ, Henan Key Lab Organ Funct Mol & Drug Innovat,Sch, Key Lab Green Chem Media & React,Sch Chem & Chem, Minist Educ,Collaborat Innovat Ctr Henan Prov Gre, Xinxiang 453007, Henan, Peoples R China

来源：

GREEN CHEMISTRY | 2019年 / 21卷 / 18期

基金：

中国国家自然科学基金;

关键词：

VINYL AZIDES; METAL-FREE; RADICAL TRIFLUOROMETHYLATION; ISOCYANIDE INSERTION; CYCLIZATION; DERIVATIVES; ANNULATION; ISOQUINOLINES; CONSTRUCTION; ALKENES;

D O I：

10.1039/c9gc02001b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In this paper, a novel and efficient one-pot synthesis of 2,2,2-trifluoroethylphenanthridines (4) and benzochromenones (5) through three-component reactions of vinyl azides (1) with cyclic alpha-diazo carbonyl compounds (2) and Togni's reagent (3) is presented. In these cascade reactions, 3 acted not only as the source of a CF3 radical to react with 1 and 2 to afford 4, but also as the pool of o-iodobenzoic acid to couple with 2 to afford 5. To our knowledge, this is the first example in which 4 and 5 were obtained in a one-pot manner, and the byproduct of Togni's reagent, o-iodobenzoic acid, was trapped in situ by another substrate to give valuable products instead of being eliminated as a waste.

引用

页码：5113 / 5117

页数：5

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