A USEFUL PRECURSOR FOR SULFUR MONOXIDE TRANSFER

被引:22
作者
ABUYOUSEF, IA [1 ]
HARPP, DN [1 ]
机构
[1] MCGILL UNIV,DEPT CHEM,MONTREAL,PQ H3A 2K6,CANADA
关键词
D O I
10.1016/0040-4039(94)02247-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
When triphenylmethanesulfenyl chloride (8) (or its thio 9 and dithio 10 homolog) is treated with adamantylideneadamantane (11), adamantylideneadamantane thiirane (12) is produced (92%). Compound 12 was treated with m-chloroperoxybenzoic acid (m-CPBA) forming adamantylideneadamantane thiirane 1-oxide (13) in 99% isolated yield. The structures of 12 and 13 were established by H-1 and C-13 NMR, mass spectrometry as well as by X-ray analysis. Sulfoxide 13 decomposes smoothly to deliver sulfur monoxide in good yield to various dienes.
引用
收藏
页码:201 / 204
页数:4
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