With Et3N·3HF as the fluorinating reagent, a copper(I)- or silver(I)-catalyzed β/α-site-regiocontrolled trans-hydrofluorination of alkynamides has been achieved, affording the corresponding fluoro enamides in moderate to nearly quantitative yields with high regio- and stereoselectivity, respectively. The reaction proceeds under mild reaction conditions and exhibits good functional group tolerance. Further, the deuterium-labeling experiment confirmed the existence of the alkenylcopper intermediate.

Lithium–sulfur batteries (LSBs) have been considered as one of the most promising energy storage systems because of their high theoretical energy density. However, the “shuttle effect” caused by polysulfide results in poor cycling stability and low electrochemical properties, which strongly impedes the practical application of LSBs. Herein, a kind of amphiphilic carborane-based covalent organic framework (CB-COF) is synthesized and treated as nano-trappers for polysulfide. The microporous CB-COFs show high-temperature resistance and excellent chemical stability. Both experimental results and theoretical calculation indicate the strong adsorption ability of CB-COF for polysulfides. Such an ability makes CB-COF a candidate separator material for LSBs, which efficiently suppresses the “shuttle effect,” leading to a high-rate capacity (314 mA h g–1 after 1000 cycles at 2.5 C) and an ultra-long cycling life (after 1000 cycles with a very low decay rate of 0.0395% per cycle at 1 C) of LSBs.

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With Et3N·3HF as the fluorination reagent, (IPr)CuF-catalyzed α-site regiocontrolled trans-hydrofluorination of ynamides has been achieved, affording (Z)-α-fluoroenamides in moderate to excellent yields. It was interesting to note that the regioselectivity of the reaction is reversed to that observed in the (Ph3P)3CuF-catalyzed hydrofluorination of ynamides. Additionally, a variety of different ynamides including oxazolidinonyl-, imidazolyl-, and N-sulfonyl ynamides were suitable for the reaction system and the subsequent oxidation of the fluorinated products enables a convenient synthesis to α-fluoroimides.

The copper(I)-catalyzed hydroboration of alkynamides with B2pin2 afforded the alkenamide boronates in 66% to nearly quantitative yields with high regio- and stereo-selectivity. It was interesting to note that the regio-selectivity of the reaction is opposite to that observed in the carbometallation reaction of alkynamides, and the resulting alkenyl boronates provided access to α,β-disubstituted (Z)-alkenamides through further elaboration.