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Copper-Catalyzed Cyclization of <i>N</i>-Propargyl Ynamides with Borane Adducts through B–H Bond Insertion

Guang‐Yu Zhu, Tong‐Yi Zhai, Xiao Li, Chong‐Yang Shi, Xin‐Qi Zhu, Long‐Wu Ye

2021Organic Letters14 citationsDOI

Abstract

-propargyl ynamides with borane adducts through B-H bond insertion has been developed. A series of valuable organoboron compounds are constructed in generally good yields with a wide substrate scope and good functional group tolerance under mild reaction conditions. Importantly, this protocol via vinyl cation intermediates constitutes a novel way of B-H bond insertion.

Topics & Concepts

ChemistryPropargylAdductBoraneCatalysisMedicinal chemistryFunctional groupInsertion reactionSubstrate (aquarium)Triple bondCombinatorial chemistryStereochemistryDouble bondOrganic chemistryOceanographyGeologyPolymerCatalytic Alkyne ReactionsCyclopropane Reaction MechanismsCatalytic Cross-Coupling Reactions
Copper-Catalyzed Cyclization of <i>N</i>-Propargyl Ynamides with Borane Adducts through B–H Bond Insertion | Litcius