We report a tri-n-butyl phosphine catalyzed regio- and stereo-selective hydroboration of ynamides to yield (Z)-β-borylenamides in good yields. Surprisingly, a formal cis addition to the triple bond was observed as...
We report a ligand-free copper-catalyzed α-borylation, defluorination of β-substituted, α-trifluoromethyl-α,β-unsaturated esters. The reaction affords geminal-difluoroallyl boronic acid derivatives in moderate to good yield. The reaction was tolerant of various substrates...
We report the synthesis of α‐trifluoromethylacrylates from α‐trifluoroborylacrylates via a stereoretentive radical trifluoromethylation with inexpensive reagents NaSO2CF3 and TBHP at room temperature. Under these conditions, a wide substrate scope afforded the (E)‐diastereomer exclusively in moderate to good yield. The utility of the reaction products is demonstrated in the synthesis of phenyl‐4H‐pyran, a potent and selective class of IKCa channel blockers.
The front cover picture illustrates the transformation of α‐trifluoroborylacrylates to α‐trifluoromethylacrylates using inexpensive reagents such as NaSO2CF3 and TBHP at room temperature. The copper‐catalyzed reaction generates trifluoromethyl radical that is installed in a stereoretentive fashion. Details can be found in the communication by Swetha Jos and Webster L. Santos. Cover art credit: Carter J. Gottschalk (S. Jos, W. L. Santos, Adv. Synth. Catal. 2021, 363, 425–430; DOI: 10.1002/adsc.202000937).
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