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Cobalt‐Catalyzed Cross‐Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides
Author(s) -
Lutter Ferdinand H.,
Grokenberger Lucie,
Spieß Philipp,
Hammann Jeffrey M.,
Karaghiosoff Konstantin,
Knochel Paul
Publication year - 2020
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.201914490
Subject(s) - aryl , cobalt , halide , reagent , catalysis , combinatorial chemistry , chemistry , coupling (piping) , materials science , organic chemistry , metallurgy , alkyl
A combination of 10 % CoCl 2 and 20 % 2,2′‐bipyridine ligands enables cross‐coupling of functionalized primary and secondary alkylzinc reagents with various (hetero)aryl halides. Couplings with 1,3‐ and 1,4‐substituted cycloalkylzinc reagents proceeded diastereoselectively leading to functionalized heterocycles with high diastereoselectivities of up to 98:2. Furthermore, alkynyl bromides react with primary and secondary alkylzinc reagents providing the alkylated alkynes.