Regioselective Hydroboration of Unsymmetrical Internal Alkynes Catalyzed by a Cobalt Pincer-NHC Complex
摘要：
Highly regioselective hydroboration of unsymmetrical internal alkynes remains a significant challenge for synthesizing valuable alkenylboronate esters. Herein, we describe an easily synthesizable pincer NHC-based Co complex as a catalyst for the cis-α selective hydroboration of unactivated internal alkynes and the cis-β selective hydroboration of activated internal alkynes with pinacolborane. The reaction showcases high chemo-, regio-, and stereoselectivity, and the catalyst displays high efficiency and very low loading under base-free reaction conditions. The reaction scope was demonstrated by alkynes having a variety of functional groups. The mechanistic studies suggest a feasible Co-boryl intermediate to explain the unusual regioselectivity.
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DOI：
10.1021/acs.orglett.4c02216
年份：
2024
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