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Hindered Aryllithium Reagents as Partners in Palladium‐Catalyzed Cross‐Coupling: Synthesis of Tri‐ and Tetra‐ ortho ‐Substituted Biaryls under Ambient Conditions
Author(s) -
Giannerini Massimo,
Hornillos Valentín,
Vila Carlos,
FañanásMastral Martín,
Feringa Ben L.
Publication year - 2013
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.201306427
Subject(s) - reagent , palladium , catalysis , aryl , tetra , lithium (medication) , combinatorial chemistry , chemistry , reactivity (psychology) , organic chemistry , medicinal chemistry , medicine , alkyl , alternative medicine , pathology , endocrinology
Elegant like a butterfly, stings like a lithium reagent : Mono‐ and di‐ ortho ‐substituted aryllithium reagents were coupled through palladium catalysis with hindered aryl bromides to form highly congested tri‐ and tetra‐ ortho ‐substituted biaryls. The reaction allows the use of easily accessible ortho ‐functionalized aryllithium compounds. The high reactivity of organolithium reagents facilitates a fast process under ambient conditions.