Affiliation:
1. School of Chemistry, Guangdong Key Lab of Chiral Molecules and Drug Discovery Sun Yat-sen University Guangzhou 510006 People's Republic of China
2. Guangzhou Lee & Man Technology Company Limited 8 Huanshi Avenue South, Nansha Guangzhou 511458 People's Republic of China
Abstract
AbstractA Ni−NHC‐catalyzed prototype reaction based on the alkylation of C−H activated 4‐oxoquinazolines with aryl and alkyl alkenes was demonstrated. When aryl alkenes are used as the substrates, the regioselection of the reaction can be fine‐tuned by choosing a NHC ligand with appropriate steric hindrance to harvest branched adducts, while the use of a bulky NHC/alkyl aluminum cocatalyst system helps to steer the reaction towards linear products. For alkyl alkene substrates, Ni(cod)2, IMes ⋅ HCl and NaOtBu system can directionally generate linear products, and long‐chain olefins are also applicable. In addition, the catalytic mechanism was also explored through the deuteration experiments, and the migration of nickel was suggested in the catalytic cycle.magnified image
Funder
National Natural Science Foundation of China
Cited by
2 articles.
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1. Recent Advances in Nonprecious Metal Catalysis;Organic Process Research & Development;2023-09-13
2. Catalytic Addition of C–H Bonds Across C–C π-Bonds;Reference Module in Chemistry, Molecular Sciences and Chemical Engineering;2023