In this Communication, we report an unprecedented β‐regioselective radical inverse hydroboration (compared with ionic hydroboration) of α,β‐unsaturated amides with NHC‐BH3 enabled by photoredox catalysis. Density functional theory (DFT) calculations show that the unique photoredox cycle is a key factor to control the β‐regioselective radical hydroboration, by lowering the energy barrier in comparison with other pathways. This protocol provides a general and convenient route to construct a wide range of structurally diverse β‐borylated amides in synthetically useful yields under mild conditions.
A facile strategy for the synthesis of isoxazoles has
been efficaciously
developed, which involves oxidation of propargylamines to the corresponding
oximes followed by CuCl-mediated intramolecular cyclization of the
latter. This protocol shows a straightforward way to construct a series
of isoxazole cores with a wide range of functional group compatibility.
Meanwhile, a gram-scale experiment and synthetic applications can
be successfully operated.
In this Communication, we report an unprecedented β‐regioselective radical inverse hydroboration (compared with ionic hydroboration) of α,β‐unsaturated amides with NHC‐BH3 enabled by photoredox catalysis. Density functional theory (DFT) calculations show that the unique photoredox cycle is a key factor to control the β‐regioselective radical hydroboration, by lowering the energy barrier in comparison with other pathways. This protocol provides a general and convenient route to construct a wide range of structurally diverse β‐borylated amides in synthetically useful yields under mild conditions.
A unique strategy toward the synthesis of polysubstituted indolizines has been developed. When 2-pyridinyl-2-(2'-bromoallyl)-1-carboxylates were treated with CsCO, the starting material went through a methylenecyclopropane ring formation/opening cascade, and the corresponding indolizines were obtained in moderate to good yield as a single regioisomer.
An efficient photoredox radical borylation of electron-deficient Morita–Baylis–Hillman type alkenes is achieved to afford multi-functionalized allylic boranes. The reaction demonstrates a wide substrate scope and showcases excellent functional group tolerance....
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