A Neber approach for the synthesis of spiro-fused 2H-azirine-pyrazolone

被引：12

作者：

Yue, Deng-Feng ^{[1
,2
]}

Zhao, Jian-Qiang ^{[1
,2
]}

Wang, Zhen-Hua ^{[1
,2
]}

Zhang, Xiao-Mei ^{[1
]}

Xu, Xiao-Ying ^{[1
]}

Yuan, Wei-Cheng ^{[1
]}

机构：

[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Natl Engn Res Ctr Chiral Drugs, Chengdu 610041, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 06期

基金：

中国国家自然科学基金;

关键词：

AMINO-THIOCARBAMATE CATALYSTS; 2H-AZIRINE CARBOXYLIC ESTERS; SPONGE DYSIDEA-FRAGILIS; ASYMMETRIC-SYNTHESIS; 3-ISOTHIOCYANATO OXINDOLES; ENANTIOSELECTIVE SYNTHESIS; POLYCYCLIC SPIROOXINDOLES; CASCADE REACTION; DERIVATIVES; 2-HALO-2H-AZIRINES;

D O I：

10.1039/c5ob02559a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A base-mediated Neber reaction of enaminopyrazolones, which are the tautomers of 4-acyloxime-2-pyrazolin-5-ones, with sulfonyl chlorides was achieved. With this developed approach, a range of spiro-fused 2H-azirine-pyrazolones were obtained in good yields under mild conditions. A preliminary trial of a catalytic asymmetric version of the Neber reaction was conducted and gave promising enantioselectivity.

引用

收藏

页码：1946 / 1949

页数：4

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