Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1-Bromo-2-pentyne, is researched, Molecular C5H7Br, CAS is 16400-32-1, about Atom-economical regioselective Ni-catalyzed hydroborylative cyclization of enynes: development and mechanism.Reference of 1-Bromo-2-pentyne.
We report a full study on the novel regioselective Ni-catalyzed hydroborylative cyclization of enynes using HBpin as the borylation agent. Alkyl and alkenyl boronates can be obtained depending on the substituent on the alkyne. The reaction takes place under smooth conditions with an inexpensive catalytic Ni-based system, constituting a fully atom-economic eco-friendly method. This process shows a broad scope, allowing the formation of carbo- and heterocycles in moderate to good yields. The utility of the resulting boronates is also illustrated. We have studied the reaction mechanism both exptl. and computationally. The process involves initial oxidative cyclometalation to Ni(0)(xantphos) species followed by the key C-B bond formation through σ-bond metathesis and reductive elimination.
As far as I know, this compound(16400-32-1)Reference of 1-Bromo-2-pentyne can be applied in many ways, which is helpful for the development of experiments. Therefore many people are doing relevant researches.
Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics