Cu/Pd-Catalyzed cis-Borylfluoroallylation of Alkynes for the Synthesis of Boryl-Substituted Monofluoroalkenes

被引:49
|
作者
Suliman, Ayman M. Y. [1 ,2 ]
Ahmed, Ebrahim-Alkhalil M. A. [3 ]
Gong, Tian-Jun [1 ,2 ]
Fu, Yao [1 ,2 ]
机构
[1] Univ Sci & Technol China, Ctr Excellence Mol Synth CAS, Hefei Natl Lab Phys Sci Microscale, CAS Key Lab Urban Pollutant Convers,Anhui Prov Ke, Hefei 230026, Peoples R China
[2] Hefei Comprehens Natl Sci Ctr, Inst Energy, Hefei 230031, Peoples R China
[3] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
GEM-DIFLUORINATED CYCLOPROPANES; EFFICIENT METHOD; ACCESS; ACTIVATION; FLUORINE; IODIDES;
D O I
10.1021/acs.orglett.1c00668
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Monofluoroalkenes normally act as metabolically stable bioisosteres for amide groups (-NH-CO-) and have widespread applications in drug discovery. Additionally, they are widely used as building blocks in organic synthesis. In this study, the Cu/Pd-catalyzed cis-borylfluoroallylation of alkynes was achieved, providing a modular and general tactic for the preparation of monofluorinated alkene scaffolds with high regioselectivity and stereoselectivity. Moreover, an array of synthetic building blocks can be generated by downstream transformations.
引用
收藏
页码:3259 / 3263
页数:5
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