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Preparation of Highly Functionalized Grignard Reagents by an Iodine–Magnesium Exchange Reaction and its Application in Solid‐Phase Synthesis
Author(s) -
Boymond Laure,
Rottländer Mario,
Cahiez Gérard,
Knochel Paul
Publication year - 1998
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/(sici)1521-3773(19980703)37:12<1701::aid-anie1701>3.0.co;2-u
Subject(s) - electrophile , aryl , reagent , magnesium , benzaldehyde , chemistry , iodine , grignard reagent , organic chemistry , solid phase synthesis , functional group , phase (matter) , combinatorial chemistry , grignard reaction , catalysis , alkyl , peptide , biochemistry , polymer
At −40°C aryl iodides that contain other functional groups can be selectively converted into Grignard reagents, which react with electrophiles such as benzaldehyde in the usual manner [Eq. (a)]. Aryl bromides and iodides that are immobilized as esters on a Wang resin behave analogously.