α-Trifluoromethylation of Secondary and Sterically Hindered Carboxylates with Use of BrF3

作者: Aviv Hagooly , Shlomo Rozen

DOI: 10.1021/JO048864G

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摘要: Secondary esters and those with sterical hindrance at the β carbon were reacted base, disulfide, methyl iodide to produce 2-carboalkoxydithioalkenoate (2). These compounds BrF3, forming corresponding α-trifluoromethyl (3) along 1,1-difluoro-2-trifluoromethyl-2-alkyl ethers (4). The products of type 4 have been transformed derivatives 3, thus raising overall yields target respective 65−80%. reaction is tolerant different functional groups such as halogens, protected alcohols, esters, lactones.

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