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Bromination of α‐Benzylidene‐γ‐butyrolactone
Author(s) -
Zimmer Hans,
Hillstorm Warren W.,
Rothe Johannes,
Schmidt James C.
Publication year - 1978
Publication title -
justus liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0075-4617
DOI - 10.1002/jlac.197819780115
Subject(s) - halogenation , allylic rearrangement , bromine , yield (engineering) , chemistry , medicinal chemistry , organic chemistry , catalysis , materials science , metallurgy
The N ‐bromosuccinimide bromination of α‐benzylidene‐γ‐butyrolactone ( 1 ) proceeds with allylic rearrangement to yield 3‐(α‐bromobenzyl)‐2(5 H )‐furanone ( 3a ). A number of reactions of this compound are described. Bromination of 1 with elemental bromine leads to α‐bromo‐α‐(α‐bromobenzyl)‐γ‐butyrolactone.