The difluoroalkylation of alkynes and alkenes by direct
photoexcitation
of ethyl difluoroiodoacetate is described. Under catalyst- and oxidant-free
conditions, iododifluoroalkylation and hydrodifluoroalkylation
products were generated from alkynes, and difluoroalkylation products
were prepared from alkenes. This methodology provides a streamlined
access to difluoroalkylated organic compounds starting from simple
alkynes or alkenes.
An anion controlled stereodivergent semi‐hydrogenation of alkynes is reported. The reactions are catalyzed by the low‐cost and stable nickel(II) salts, using water as environmental friendly hydrogen source with zinc powder as metal reductant. Interestingly, the stereoselectivity of the reaction is well controlled by the anion of the nickel(II) salt. The present methodology allowed a low‐cost and convenient preparation of trans‐ and cis‐alkenes under mild conditions. The reaction mechanism is proposed with water as the hydrogen donor on the basis of the control experiments.
Enantioselective [2+2] cycloaddition reaction of azabenzonorbornadienes and oxabenzonorbornadienes with internal alkynes has been enabled by a catalyst system comprising Ni(COD) and (R)-SIPHOS-Ph-Mor. This transformation represents the first asymmetric [2+2] cycloaddition reaction of azabenzonorbornadienes with internal alkynes, providing a straightforward method to prepare four-membered carbocycles.
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