Tandem Synthesis of α-Diazoketones from 1,3-Diketones

被引：16

作者：

Zhang, Jianlan ^{[1
]}

Chen, Wenwen ^{[1
]}

Huang, Dayun ^{[1
]}

Zeng, Xiaobao ^{[1
]}

Wang, Xinyan ^{[1
]}

Hu, Yuefei ^{[1
]}

机构：

[1] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 17期

关键词：

DIAZOCARBONYL COMPOUNDS; ORGANIC-SYNTHESIS; DIAZO-COMPOUNDS; HETEROAROMATIC-COMPOUNDS; 1,2,3-TRIAZOLE SYNTHESIS; DIAZOACETATES; ACID; N; N'-DITOSYLHYDRAZINE; PHOTOLYSIS; YNAMIDES;

D O I：

10.1021/acs.joc.7b01187

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient synthesis of a-diazoketone was achieved by simply stirring the mixture of 1,3-diketone, TsN3, and MeNH2 in EtOH. It was a tandem reaction including a novel primary amine-catalyzed Regitz diazo transfer of 1,3-diketone and a novel primary amine-mediated C-C bond cleavage of 2-diazo-1,3-diketone.

引用

页码：9171 / 9174

页数：4

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