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Cobalt-Catalyzed Cross-Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides.

ABSTRACT: A combination of 10?% CoCl2 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.

SUBMITTER: Lutter FH 

PROVIDER: S-EPMC7154687 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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Cobalt-Catalyzed Cross-Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides.

Lutter Ferdinand H FH   Grokenberger Lucie L   Spieß Philipp P   Hammann Jeffrey M JM   Karaghiosoff Konstantin K   Knochel Paul P  

Angewandte Chemie (International ed. in English) 20200218 14

A combination of 10 % CoCl<sub>2</sub> 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. ...[more]

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