Palladium-Catalyzed Catellani Reaction with 1,1-Bis[(pinacolato)boryl]methane as the Nucleophilic Component |
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Authors: | Zhicheng Bao Chaoqiang Wu Prof. Dr. Jianbo Wang |
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Affiliation: | Beijing National Laboratory of Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and, Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing, 100871 P. R. China |
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Abstract: | We report herein the application of 1,1-bis[(pinacolato)boryl]methane as a new type of terminating reagent to realize three-component coupling reaction with aryl iodide and different electrophiles. A series of ortho-disubstituted benzylboronates can be synthesized and the ortho-substituent can be varied by using bromoacetic esters or O-benzoyl hydroxylamine as electrophiles with slightly modified reaction conditions. The reaction shows good functional group tolerance and the obtained benzyl boronate products can be easily transformed to various synthetically useful compounds. |
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Keywords: | cross-coupling Catellani reaction gem-diboron compounds nucleophiles palladium catalysis |
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