Metal-Free Cyclopropanol Ring-Opening C(sp3)-C(sp2) Cross-Couplings with Aryl Sulfoxides

被引:25
|
作者
Chen, Dengfeng [1 ]
Fu, Yuanyuan [1 ]
Cao, Xiaoji [2 ]
Luo, Jinyue [1 ]
Wang, Fei [1 ]
Huang, Shenlin [1 ]
机构
[1] Nanjing Forestry Univ, Coll Chem Engn,Jiangsu Prov Key Lab Chem & Utiliz, Jiangsu Coinnovat Ctr Efficient Proc & Utilizat F, Jiangsu Key Lab Biomass Based Green Fuels & Chem, Nanjing 210037, Jiangsu, Peoples R China
[2] Zhejiang Univ Technol, Coll Chem Engn, 18 Chaowang Rd, Hangzhou 310014, Zhejiang, Peoples R China
关键词
PUMMERER REACTION CHEMISTRY; C-METHYLATED DIHYDROCHALCONES; NUCLEOPHILIC ORTHO-ALLYLATION; BOND-FORMING REACTIONS; DIRECT BETA-ARYLATION; OXIDATIVE CYCLIZATION; INTERRUPTED PUMMERER; ALPHA-ARYLATION; KETONES; PALLADIUM;
D O I
10.1021/acs.orglett.9b01908
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A metal-free method for formal beta-arylation/heteroarylation of ketones through efficient cyclopropanol ring-opening cross-couplings with aryl sulfoxides at room temperature has been developed. This protocol shows a broad substrate scope and promising scalability. In addition, the utility of the beta-arylated ketones is further demonstrated through a variety of postcoupling transformations and synthetic applications.
引用
收藏
页码:5600 / 5605
页数:6
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