Privileged biaryl frameworks,BINOL and NOBIN,were efficiently constructed with sole 1-DNQs as arylation reagents under one set of reaction conditions.The judicious selection of palladium-catalytic system plays a pivot...Privileged biaryl frameworks,BINOL and NOBIN,were efficiently constructed with sole 1-DNQs as arylation reagents under one set of reaction conditions.The judicious selection of palladium-catalytic system plays a pivotal role in the excellent selectivities.This transformation accommodated fairly broad substrate generality for both 2-naphthol and N-Boc-2-naphthylamine and afforded the structurally diversified BINOLs and NOBIN derivatives in high efficiency.Notably,the bromosubstituents which cannot survive in conventional palladium-catalyzed reactions were well-compatible with this set of conditions,providing an effective handle for further enriching the library of BINOLs and NOBINs.Preliminary attempts on the asymmetric variant of this reaction were also performed with up to 80:20 er for BINOLs synthesis.展开更多
Bis(1H,1H,2H,2H perfluorooctyl) BINOL and 6,6′ bis(1 H ,1 H ,2 H ,2 H perfluorodecyl) BINOL were synthesized through Suzuki coupling reaction and used in fluorous biphase asymmetric alkylation...Bis(1H,1H,2H,2H perfluorooctyl) BINOL and 6,6′ bis(1 H ,1 H ,2 H ,2 H perfluorodecyl) BINOL were synthesized through Suzuki coupling reaction and used in fluorous biphase asymmetric alkylation of benzaldehyde. Good enantioselectivity was obtained and the catalysts could be recovered by liquid liquid extraction.展开更多
基金supported by the National Natural Science Foundation of China(21825105)the Guangdong Provincial Key Laboratory of Catalysis(2020B121201002)+2 种基金the Guangdong Innovative Program(2019BT02Y335)the Shenzhen Nobel Prize Scientists Laboratory Project(C17213101)the SUSTech Special Fund for the Construction of High-Level Universities(G02216402)。
文摘Privileged biaryl frameworks,BINOL and NOBIN,were efficiently constructed with sole 1-DNQs as arylation reagents under one set of reaction conditions.The judicious selection of palladium-catalytic system plays a pivotal role in the excellent selectivities.This transformation accommodated fairly broad substrate generality for both 2-naphthol and N-Boc-2-naphthylamine and afforded the structurally diversified BINOLs and NOBIN derivatives in high efficiency.Notably,the bromosubstituents which cannot survive in conventional palladium-catalyzed reactions were well-compatible with this set of conditions,providing an effective handle for further enriching the library of BINOLs and NOBINs.Preliminary attempts on the asymmetric variant of this reaction were also performed with up to 80:20 er for BINOLs synthesis.
文摘Bis(1H,1H,2H,2H perfluorooctyl) BINOL and 6,6′ bis(1 H ,1 H ,2 H ,2 H perfluorodecyl) BINOL were synthesized through Suzuki coupling reaction and used in fluorous biphase asymmetric alkylation of benzaldehyde. Good enantioselectivity was obtained and the catalysts could be recovered by liquid liquid extraction.
