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Expedient Iron‐Catalyzed C−H Allylation/Alkylation by Triazole Assistance with Ample Scope
Author(s) -
Cera Gianpiero,
Haven Tobias,
Ackermann Lutz
Publication year - 2016
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.201509603
Subject(s) - alkylation , scope (computer science) , catalysis , chemistry , triazole , combinatorial chemistry , organic chemistry , computer science , programming language
Triazole assistance set the stage for a unified strategy for the iron‐catalyzed C−H allylation of arenes, heteroarenes, and alkenes with ample scope. The versatile catalyst also proved competent for site‐selective methylation, benzylation, and alkylation with challenging primary and secondary halides. Triazole‐assisted C−H activation proceeded chemo‐, site‐, and diastereo‐selectively, and the modular TAM directing group was readily removed in a traceless fashion under exceedingly mild reaction conditions.