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We report herein the catalytic triboration of terminal alkynes with B 2 pin 2  (bis(pinacolato)diboron) using readily available Cu(OAc) 2  and P  n  Bu 3 . Various 1,1,2‐triborylalkenes, a class of compounds that have been demonstrated to be potential matrix metalloproteinase (MMP‐2) inhibitors, were obtained directly in moderate to good yields. The process features mild reaction conditions, a broad substrate scope, and good functional group tolerance. This copper‐catalyzed reaction can be conducted on a gram scale to produce the corresponding 1,1,2‐triborylalkenes in modest yields. The utility of these products was demonstrated by further transformations of the C−B bonds to prepare  gem ‐dihaloborylalkenes (F, Cl, Br), monohaloborylalkenes (Cl, Br), and  trans ‐diaryldiborylalkenes, which serve as important synthons and have previously been challenging to prepare.

Copper‐Catalyzed Triboration of Terminal Alkynes Using B 2 pin 2 : Efficient Synthesis of 1,1,2‐Triborylalkenes