Borylcyanocuprate in a One-Pot Carboboration by a Sequential Reaction with an Electron-Deficient Alkyne and an Organic Carbon Electrophile

摘要

The chemistry of borylcopper species has broadened since 2000 when they were first proposed as intermediates in a reaction of bis(pinacolato)diborane(4) (B2pin2) with a copper salt [Eq. (1)]. In the presence of B2pin2, nucleophilic borylcopper species could catalyze many borylation reactions, such as β-borylation of α,β-unsaturated carbonyl compounds and imines, nucleophilic borylation of polar double bonds, such as C=N and OO, S_N2' borylation of allylic and propargylic substrates, the diboration of styrene, the borylation of dienes,and the borylation of aryl iodide. In these reactions, the reactive borylcopper species was usually used without isolation.