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Sequential Rearrangement Reactions of Benzhomonorbornadiene Derivatives: Synthesis of 7‐Vinylbenzonorbornadiene
Author(s) -
Menzek Abdullah,
Gökmen Melek
Publication year - 2003
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200390034
Subject(s) - chemistry , sulfonate , toluene , chloride , alcohol , medicinal chemistry , organic chemistry , sodium
The reaction of alcohol 12 with SOCl 2 gave chlorides 13 and 14 , and the acetolysis of toluene‐4‐sulfonate 15 gave sequential rearrangement products 16, 17 , and 18 . In the reaction of 12, 13 is the major product of sequential rearrangements. Treatment of chloride 13 with t ‐BuOK gave 7‐vinylbenzonorbornadiene 19 .
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