REACTION OF PERFLUOROALKANESULFINATES WITH ALLYL AND PROPARGYL HALIDES - A CONVENIENT SYNTHESIS OF 3-(PERFLUOROALKYL)PROP-1-ENES AND 3-(PERFLUOROALKYL)ALLENES

被引:35
作者
HU, CM
QING, FL
HUANG, WY
机构
[1] Shanghai Institute of Organic Chemistry, Academia Sinica, Shanghai 200032
关键词
D O I
10.1021/jo00008a041
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of perfluoroalkanesulfinates, R(f)CF2SO2Na, with allyl and propargyl halides, in the presence of (NH4)2S2O8, gave 3-(perfluoroalkyl)prop-1-enes (R(f)CH2CH = CH2) and 3-(perfluoroalkyl)allenes (R(f)CH = C = CH2), respectively, in good yield. Evidence is presented for a radical addition-elimination mechanism for the reaction. The reaction represents a synthetically viable and convenient route to such compounds.
引用
收藏
页码:2801 / 2804
页数:4
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