5296-70-8Relevant articles and documents
Nickel-catalyzed site-selective alkylation of unactivated C(sp 3)-H bonds
Wu, Xuesong,Zhao, Yan,Ge, Haibo
supporting information, p. 1789 - 1792 (2014/03/21)
The direct alkylation of unactivated sp3 C-H bonds of aliphatic amides was achieved via nickel catalysis with the assist of a bidentate directing group. The reaction favors the C-H bonds of methyl groups over the methylene C-H bonds and tolerates various functional groups. Moreover, this reaction shows a predominant preference for sp3 C-H bonds of methyl groups via a five-membered ring intermediate over the sp2 C-H bonds of arenes in the cyclometalation step.
First examples of the selective carbonylation of C6-C10 linear alkanes to tertiary carbonyl-containing compounds
Akhrem, Irena S.,Afanas'eva, Lyudmila V.,Vitt, Sergei V.,Petrovskii, Pavel V.
, p. 180 - 182 (2007/10/03)
The carbonylation of C6-C10 n-alkanes with CO in the presence of CBr4·2A1Br3 at -40°C and 1 atm CO leads to the products of non-destructive carbonylation, i.e., the esters of tertiary carboxylic acids, R1/
SELECIVE SYNTHESIS OF 3-BULKYALKYLSUBSTITUTED 5-AMINOISOXAZOL
Rouchaud, J.,Gustin, F.,Moulard, C.
, p. 545 - 556 (2007/10/02)
Methyl 2-ethylbutyrate (3) plus lithiumdiisopropylamide reacted with methyl iodide to give methyl 2-ethyl-2-methylbutyrate (4).The methylene carbanion of acetonitrile-generated with lithiumdiisopropylamide- reacted with 4 to give 4-ethyl-4-methyl-3-oxohexanenitrile (5). 3-Ketonitrile 5 reacted with hydroxylamine after 20 min of heating to reflux in ethanol to give 4-ethyl-4-methyl-3-oxoheyanitrile oxime (6).This in aqueous dilute HCl was selectively and quantitatively transformed into 5-amino-3-(1-ethyl-1-methylpropyl)-isoxazol (7).Longer heating of 5 with hydroxylamine directly generated a mixture of 7 with its isomer 3-amino-5-(1-ethyl-1-methylpropyl)isoxazol (7b).Reaction conditions were studied for optimization of the 5-aminoisoxazol 7 synthesis.
