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Gold‐catalyzed Fluorination of Alkynyl Esters and Ketones: Efficient Access to Fluorinated 1,3‐Dicarbonyl Compounds
Author(s) -
Zeng Xiaojun,
Lu Zhichao,
Liu Shiwen,
Hammond Gerald B.,
Xu Bo
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201701179
Subject(s) - chemistry , catalysis , organic chemistry , combinatorial chemistry , fluorine , medicinal chemistry
We developed an efficient synthesis of 2‐fluoro‐1,3‐dicarbonyl compounds using readily available alkynyl ketones or esters as starting material. The key step is the insertion of hydrogen fluoride (HF) to the gold carbene intermediate generated from cationic gold catalyzed addition of N ‐oxides to alkynyl ketones or esters. This method gives excellent chemical yields and regioselectivity with good functional group tolerance.