7295-52-5Relevant articles and documents
Ring size and nothing else matters: unusual regioselectivity of alkyne hydration by NHC gold(i) complexes
Ageshina, Alexandra A.,Asachenko, Andrey F.,Chesnokov, Gleb A.,Minaeva, Lidiya I.,Nechaev, Mikhail S.,Philippova, Anna N.,Rzhevskiy, Sergey A.,Topchiy, Maxim A.
supporting information, p. 5686 - 5689 (2021/06/16)
We have investigated the role of ring sizes and substituents in NHC ligands in some (NHC)Au(i) complexes in the hydration of internal alkynes. Despite the fact that using (NHC)Au(i) complexes in the hydration of diarylacetylenes leads to Markovnikov-type products, the precise tuning of ligands allows changing the regioselectivity in arylalkylacetylene hydration to the anti-Markovnikov-type.
Palladium and visible-light mediated carbonylative Suzuki-Miyaura coupling of unactivated alkyl halides and aryl boronic acids
Roslin, Sara,Odell, Luke R.
supporting information, p. 6895 - 6898 (2017/07/10)
Herein, a simple and efficient method for the palladium-catalyzed carbonylation of aryl boronic acids with unactivated alkyl iodides and bromides under visible-light irradiation, ambient temperature and low CO-pressure is presented. Notably, the procedure uses readily available equipment and an inexpensive palladium catalyst to generate the key alkyl radical intermediate. These mild conditions enabled the synthesis of a range of functionalized aryl alkyl ketones including the antipsychotic drug, melperone.
Reductive bromine atom-transfer reaction
Sumino, Shuhei,Fusano, Akira,Ryu, Ilhyong
supporting information, p. 2826 - 2829 (2013/07/19)
Atom-transfer radical (ATR) reactions of alkenes with R-X usually give products having new C-C and C-X bonds at the adjacent carbons. However, when the reaction was carried out under irradiation using a low-pressure Hg lamp, addition/reduction products were obtained in good yield. Hydrogen bromide, formed by H-abstraction of a bromine radical from alkenes, is likely to play a key role in the reductive ATR reaction.