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Cobalt-Catalyzed Selective Hydroboration/Cyclization of 1,6-Diynes
Xiu-Hui Sun1, Ji-Xun Guan1, Chun-Xiao Cui2
1State Key Laboratory of Discovery and Utilization of Functional Components in Traditional Chinese Medicine, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, 1200 Cailun Road, Shanghai 201203, China.
None:
Disclosed herein is a cobalt-catalyzed chemo-, regio-, and stereoselective hydroboration/cyclization of 1,6-diynes. Using a commercially available bisphosphine ligand (dppp), this mild protocol accommodates 1,6-diynes bearing one internal alkyne, two internal alkynes, or two terminal alkynes, furnishing boryl-containing 1,2-dialkylidenecyclopentanes in moderate to good yields. Synthetic applications and preliminary bioactivity screening against HepG2 cells were performed to demonstrate the practicality of this method. Moreover, mechanistic experiments suggest a catalytic cycle involving a Co(I)-H species.
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