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Inside Cover: Magnesium‐Mediated Benzothiazole Activation: A Room‐Temperature Cascade of CH Deprotonation, CC Coupling, Ring‐Opening, and Nucleophilic Addition Reactions (Angew. Chem. Int. Ed. 42/2011)
Author(s) -
Blair Victoria L.,
Clegg William,
Kennedy Alan R.,
Livingstone Zoe,
Russo Luca,
Hevia Eva
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201105347
Subject(s) - benzothiazole , deprotonation , chemistry , nucleophile , ring (chemistry) , intramolecular force , magnesium , reagent , stereochemistry , medicinal chemistry , organic chemistry , catalysis , ion
A special type of N‐heterocycle activation promoted by a main‐group compound is described by E. Hevia and co‐workers in their Communication on page 9857 ff. Whereas previous organomagnesium reagents simply deprotonate benzothiazole, a new sodium magnesiate modification incorporating a bulky bis(amido) ligand initiates an unstoppable domino reaction that involves direct MgH exchange, CC coupling, ring opening, nucleophilic addition, and intramolecular deprotonation of three molecules of benzothiazole at room temperature.