Stereoselective Construction of Nitrile-Substituted Cyclopropanes from 2-Substituted Ethenesulfonyl Fluorides via Carbon-Sulfur Bond Cleavage

被引：22

作者：

Liu, Hao ^{[1
,2
,3
,4
]}

Moku, Balakrishna ^{[5
]}

Li, Fei ^{[6
]}

Ran, Jiabing ^{[7
]}

Han, Jinsong ^{[6
]}

Long, Sihui ^{[1
,2
,3
,4
]}

Zha, Gao-Feng ^{[1
,2
,3
,4
,5
]}

Qin, Hua-Li ^{[5
]}

机构：

[1] Minist Educ, Key Lab Green Chem Proc, 206 1st Rd Opt Valley, Wuhan 430205, Hubei, Peoples R China

[2] Hubei Key Lab Novel Reactor & Green Chem Technol, 206 1st Rd Opt Valley, Wuhan 430205, Hubei, Peoples R China

[3] Hubei Engn Res Ctr Adv Fine Chem, 206 1st Rd Opt Valley, Wuhan 430205, Hubei, Peoples R China

[4] Wuhan Inst Technol, Sch Chem Engn & Pharm, 206 1st Rd Opt Valley, Wuhan 430205, Hubei, Peoples R China

[5] Wuhan Univ Technol, Sch Chem Chem Engn & Life Sci, 205 Luoshi Rd, Wuhan 430070, Hubei, Peoples R China

[6] China Pharmaceut Univ, Sch Engn, Nanjing 210009, Jiangsu, Peoples R China

[7] Wuhan Univ, Coll Chem & Mol Sci, Key Lab Analyt Chem Biol & Med, Minist Educ, Wuhan 430072, Hubei, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2019年 / 361卷 / 19期

基金：

中国国家自然科学基金;

关键词：

Cyclopropanation; Ethenesulfonyl fluorides; Diastereoselectivity; Nitrile-substituted; CATALYZED FLUOROSULFONYLVINYLATION; MEDIATED CYCLOPROPANATION; SUFEX CLICK; OXINDOLES; ALKENES; ACCESS;

D O I：

10.1002/adsc.201900635

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The intermolecular cyclopropanation of 2-aryl and 2-styryl substituted ethenesulfonyl fluorides with active cyano-containing methylene compounds was described. This reaction proceeds via carbon-sulfur bond cleavage under metal-free conditions in up to 99% yield, affording a variety of nitrile-substituted cyclopropanes with high diastereoselectivity.

引用

页码：4596 / 4601

页数：6

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