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Preparation of Functionalized Aryl Magnesium Reagents by the Addition of Magnesium Aryl Thiolates and Amides to Arynes
Author(s) -
Lin Wenwei,
Sapountzis Ioannis,
Knochel Paul
Publication year - 2005
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.200500443
Subject(s) - magnesium , aryl , aryne , electrophile , nucleophile , reagent , chemistry , combinatorial chemistry , organic chemistry , catalysis , alkyl
Reactive arynes , which are readily generated by the reaction of ortho ‐iodoarylsulfonates with i PrMgCl, undergo the smooth addition of various magnesium nucleophiles like magnesium thiolates, selenides, and amides. In all cases the resulting functionalized aryl magnesium species can be trapped by an electrophile leading to highly functionalized aromatic compounds (see scheme).