133341-94-3Relevant academic research and scientific papers
Palladium-catalyzed alkylation of aryl C-H bonds with sp3 organotin reagents using benzoquinone as a crucial promoter
Chen, Xiao,Li, Jiao-Jie,Hao, Xue-Shi,Goodhue, Charles E.,Yu, Jin-Quan
, p. 78 - 79 (2006)
The combination of directed C-H activation, batch-wise addition of tetraalkyltin reagents, and rate enhancement by benzoquinone and microwave irradiation provides a promising strategy for the direct coupling of C-H bonds with organometallic reagents. A variety of tetraalkyltins were coupled to C-H bonds to give the alkylated products in good yields by using 5 mol % Pd(OAc)2 as the catalyst. Benzoquinone was shown to be essential for the C-H activation when substrates containing non-π-conjugated chelating groups are used. Monitoring the formation and reductive elimination of the Pd(Ar)(Me)L2 complex also revealed that benzoquinone promotes the reductive elimination step. Microwave irradiation enhances the reaction rate drastically. The versatility of this protocol was demonstrated by using substrates containing either oxazoline or pyridine as directing groups. Copyright
Optional ortho and lateral lithiations of 4,4-dimethyl-2-(o-tolyl)oxazolines
Tahara, Naruki,Fukuda, Tsutomu,Iwao, Masatomo
, p. 9069 - 9072 (2002)
4,4-Dimethyl-2-(o-tolyl)oxazolines 1 undergo normal lateral lithiation at the benzylic position by treatment with sec-BuLi in diethyl ether at -78°C. In contrast, metalation of 1 with sec-BuLi/TMEDA in diethyl ether at the same temperature leads to ortho-
Palladium-mediated ortho-alkylation of 2-aryloxazolines
Clinet, J. C.,Balavoine, G.
, p. C29 - C31 (2007/10/02)
The regioselective ortho-alkylation of 2-aryloxazolines through the reaction of their cyclopalladated complexes with 1-iodoalkanes is described.Depending upon the experimental conditions, either 2- or 2,6-substituted derivatives can be selectively prepare
