Carboboration of alkynes was found to take place efficiently by a three-component coupling reaction with diboron and carbon electrophiles under copper catalysis to afford diverse multisubstituted borylalkenes in a stereoselective manner. The carboboration was also applicable to alkenes, leading to the formation of multisubstituted borylalkanes via regioselective carbon-boron and carbon-carbon bond-forming processes.

A silver(I)-N-heterocyclic carbene complex has proven to be a potent catalyst for formal hydroboration of alkynes, providing a variety of borylalkenes in regio- and stereoselective manners. Under the silver catalysis, allenes also undergo regioselective hydroboration to give borylalkenes.

A robust borane [H–B(aam)] was synthesized and used for Ir-catalyzed stereoselective hydroboration of terminal alkynes.

Carboboration of alkenes was found to occur readily with an unsymmetrical diboron [(pin)B-B(dan)] and alkyl halides under copper catalysis, leading to the direct formation of protected alkylboron compounds via synchronous C-C and C-B bond-forming processes. The B(dan) moiety was solely installed into the organic frameworks with the regioselective attachment to a terminal carbon of alkenes employed.