Synthesis of spiro-4H-pyrazole-oxindoles and fused 1H-pyrazoles via divergent, thermally induced tandem cyclization/migration of alkyne-tethered diazo compounds

被引：13
|
作者：
Zhang, Cheng
Dong, Shanliang
Zheng, Yang
He, Ciwang
Chen, Jiaolong
Zhen, Jingsen
Qiu, Lihua [1 ]
Xu, Xinfang [1 ]
机构：
[1] Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 05期
关键词：
BESTMANN-OHIRA REAGENT; ENANTIOSELECTIVE 1,3-DIPOLAR CYCLOADDITIONS; ALPHEN-HUTTEL REARRANGEMENT; REGIOSELECTIVE SYNTHESIS; DIAZOCARBONYL COMPOUNDS; TERMINAL ALKYNES; IN-SITU; SIGMATROPIC REARRANGEMENT; COMPLEMENTARY APPROACH; ENOLDIAZO COMPOUNDS;
D O I：
10.1039/c7ob02802d
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A thermally induced, substrate-dependent reaction of alkynyl diazo compounds has been developed. This transformation produces spiro-4H-pyrazole-oxindoles and fused 1H-pyrazoles in good to high yields from the corresponding alpha-cyano and alpha-sulfonyl diazo compounds. The salient features of this reaction include excellent chemoselectivity and atom-economy, mild reaction conditions, simple purification and potential for large scale production.
引用
收藏
页码：688 / 692
页数：5
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