1738-21-2Relevant academic research and scientific papers
Iron-Catalyzed Regioselective α-C-H Alkylation of N-Methylanilines: Cross-Dehydrogenative Coupling between Unactivated C(sp3)-H and C(sp3)-H Bonds via a Radical Process
Li, Ze-Lin,Sun, Kang-Kang,Wu, Peng-Yu,Cai, Chun
, p. 6830 - 6839 (2019/06/14)
The iron-catalyzed α-C-H alkylation of N-methylanilines without any directing group by cross-dehydrogenative coupling between unactivated C(sp3)-H and C(sp3)-H bonds has been established for the first time, which provides a good complement to C(sp3)-H activation reactions and expands the field of Fe-catalyzed C-H functionalizations. Many different C(sp3)-H bonds in cyclic alkanes, cyclic ethers, and toluene derivatives can be used as coupling partners. Mechanistic investigations including the radical reaction process, the main role of various reagents, and the kinetic isotope effect experiment were also described.
The B(C6F5)3-Catalyzed Tandem Meinwald Rearrangement-Reductive Amination
Tiddens, Martine R.,Klein Gebbink, Robertus J. M.,Otte, Matthias
supporting information, p. 3714 - 3717 (2016/08/16)
A system of three coupled catalytic cycles enabling the one-pot transformation of epoxides to amines via Meinwald rearrangement, imine condensation, and imine reduction is described. This assisted tandem catalysis is catalyzed by B(C6F5)3 resulting in the first tandem Meinwald rearrangement-reductive amination protocol. The reaction proceeds in nondried solvents and yields β-functionalized amines. In particular, β-diarylamines are obtained in high yields.
A ruthenium-based catalytic system for a mild borrowing-hydrogen process
Jumde, Varsha R.,Gonsalvi, Luca,Guerriero, Antonella,Peruzzini, Maurizio,Taddei, Maurizio
, p. 1829 - 1833 (2015/05/27)
The alkylation of arylamines using stoichiometric amounts of aliphatic and benzylic alcohols in the presence of tBuOK was carried out at 55 °C using a low catalyst loading of [Ru(cod)-Cl2]n/PTA (1,3,5-triaza-7-phosphaadamantane). The overall borrowing-hydrogen process does not require a controlled nitrogen atmosphere, and it could also be carried out at room temperature using higher loading of base. A wide range of substrates can be used in this transformation, and it has a good tolerance of different substituents. This catalytic system proved also to be efficient for other hydrogen-transfer reactions such as a tandem oxidation/C-C coupling between 1-phenylethanol and primary alcohols.
