α-Fluoroallenoate Synthesis via N-Heterocyclic Carbene-Catalyzed Fluorination Reaction of Alkynals
Xu Wang, Zijun Wu and Jian Wang*
*Department of Pharmacology and Pharmaceutical Science, School of Medicine, Tsinghua University, Beijing 117543, China, Email: wangjian2012tsinghua.edu.cn
X. Wang, Z. Wu, J. Wang, Org. Lett., 2016, 18, 576-579.
DOI: 10.1021/acs.orglett.5b03615
Abstract
With a suitable combination of N-heterocyclic carbene precatalyst, base, and fluorine reagent, a fluorination of alkynals proceeded smoothly to yield a wide range of α-fluoroallenoates with excellent chemoselectivity. α-Fluorinated allenoates are versatile synthetic intermediates toward other useful fluorine-containing building blocks.
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Key Words
allenes, fluorination, NFSI, organocatalysis
ID: J54-Y2016