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Functionalized Benzylic Magnesium Reagents through a Sulfur–Magnesium Exchange
Author(s) -
Stoll Armin H.,
Krasovskiy Arkady,
Knochel Paul
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200501882
Subject(s) - magnesium , reagent , sulfur , chemistry , intramolecular force , iodine , fragmentation (computing) , yield (engineering) , combinatorial chemistry , inorganic chemistry , organic chemistry , computer science , materials science , metallurgy , operating system
Switch it : Iodobiphenyl thioethers readily undergo an iodine–magnesium exchange followed by, after the addition of t BuOLi, an intramolecular sulfur–magnesium exchange, which provides benzylic magnesium reagents in excellent yield through a fragmentation reaction.