Organic Letters
Organic Letters
5 years ago

Insight into Copper Catalysis: In Situ Formed Nano Cu2O in Suzuki–Miyaura Cross-Coupling of Aryl/Indolyl Boronates

Insight into Copper Catalysis: In Situ Formed Nano Cu2O in Suzuki–Miyaura Cross-Coupling of Aryl/Indolyl Boronates
Rajagopal Nagarajan, Ganapathy Ranjani
A ligand-free copper catalyzed Suzuki–Miyaura coupling of 3,5-diiodopyridine with aryl and indole boronates has been explored in good to excellent yields. In situ generation of nano-Cu2O from CuCl2 under the reaction conditions has been discovered for the first time. The generality of the reaction was further demonstrated by the arylation of 5-iodopyrimidine, iodopyridines, iodobenzenes, and diiodobenzenes and resulted in good to moderate yields. Moreover, bisindole alkaloid Scalaridine A has been successfully synthesized in 60% overall yield.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01669

DOI: 10.1021/acs.orglett.7b01669

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