Laboratory study demonstrates photoredox-catalyzed trans-hydroboration across internal and terminal alkynes, highlighting a versatile route for late-stage drug diversification.
Although the radical hydroboration of alkenes with N-heterocyclic carbene (NHC) borane is well documented, the radical hydroboration of alkynes, especially terminal alkynes, remains challenging. Herein, a photoredox-catalyzed radical trans -hydroboration of alkynes with NHC borane has been developed, which provided various alkenyl boron compounds in moderate to good yields. This protocol exhibits a broad substrate scope, as both internal and terminal alkynes were compatible. The synthetic value of this method was further demonstrated by its applicability in the late-stage modification of bioactive molecules. A preliminary mechanism for this reaction was proposed.
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Wu et al. (2024) studied this question.
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