4.8 Article

Nickel-Catalyzed Reductive Csp3-Ge Coupling of Alkyl Bromides with Chlorogermanes

Journal

ORGANIC LETTERS
Volume 24, Issue 9, Pages 1802-1806

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c00207

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Funding

  1. National Natural Science Foundation of China [22071084]

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In this study, we reported a nickel-catalyzed reductive Csp(3)-Ge coupling of alkyl bromides with chlorogermanes, providing a facile access to organogermanes. The reaction tolerates various functionalities and can be applied to the modification of bioactive molecules.
Reductive cross-coupling provides facile access to organogermanes, but it remains largely unexplored. Herein we report a nickel-catalyzed reductive Csp(3)-Ge coupling of alkyl bromides with chlorogermanes. This work has established a new method for producing alkylgermanes. The reaction proceeds under very mild conditions and tolerates various functionalities including ether, alcohol, alkene, nitrile, amine, ester, phosphonates, amides, ketone, and aldehyde. The application of this method to the modification of bioactive molecules is demonstrated.

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