Pyrolysis reactions of 4-nonafluorobiphenyl prop-2-enyl ether: a remarkable rearrangement reaction

被引:1
作者
Batsanov, AS [1 ]
Brooke, GM [1 ]
Holling, D [1 ]
Kenwright, AM [1 ]
机构
[1] Univ Durham, Dept Chem, Sci Labs, Durham DH1 3LE, England
关键词
D O I
10.1039/a903209f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The formation of the unexpected bicyclic compound 16 via the pyrolytic isomerisation of 4-nonafluorobiphenyl prop-2-enyl ether 8 can be rationalised by invoking the intermediacy of a rare retro-cyclisation reaction of the internal Diels-Alder adduct 12 (from the Claisen intermediate 9) to a tethered ketene 18, recyclisation via the alternative mode to 17 and its subsequent transformation.
引用
收藏
页码:1549 / 1550
页数:2
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