The regioselective installation of chalcogen atoms into biaryl scaffolds is an important synthetic task due to the great value of chalcogen-containing biaryl derivatives in many fields. Here we undertake this task by developing a regioselective 2,2'-dichalcogenation of 2-bromobiaryls with common chalcogen sources using an organolanthanum-mediated one-pot, two-step protocol. This strategy features high regioselectivity, readily available substrates, transition-metal-free conditions, and performance superior to those of previous methods, thereby demonstrating the unique advantages of organolanthanum reagents in organic synthesis.
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Access to Valuable Chalcogen-Containing Biaryl Derivatives via Regioselective 2,2'-Dichalcogenation of 2-Bromobiaryls.
Org Lett
August 2024
College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, Hunan, People's Republic of China.
The regioselective installation of chalcogen atoms into biaryl scaffolds is an important synthetic task due to the great value of chalcogen-containing biaryl derivatives in many fields. Here we undertake this task by developing a regioselective 2,2'-dichalcogenation of 2-bromobiaryls with common chalcogen sources using an organolanthanum-mediated one-pot, two-step protocol. This strategy features high regioselectivity, readily available substrates, transition-metal-free conditions, and performance superior to those of previous methods, thereby demonstrating the unique advantages of organolanthanum reagents in organic synthesis.
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