3995-39-9Relevant articles and documents
Cu(ii)-catalyzed C-H (SP3) oxidation and C-N cleavage: Base-switched methylenation and formylation using tetramethylethylenediamine as a carbon source
Zhang, Lei,Peng, Chen,Zhao, Dan,Wang, Yue,Fu, Hai-Jian,Shen, Qi,Li, Jian-Xin
supporting information; experimental part, p. 5928 - 5930 (2012/07/27)
Base-switched methylenation and formylation using tetramethylethylenediamine (TMEDA) as a carbon source have been achieved under mild conditions, catalyzed by CuCl2, with atmospheric oxygen as oxidant. Bisindolylmethanes, diphenylmethanes and 3-formylindoles were synthesized with excellent regioselectivity and good yield.
1,8-Bis(diphenylmethylium)naphthalenediyl dication as an organic oxidant: Synthesis of benzidines via self-coupling of N,N-Dialkylanilines
Saitoh, Terunobu,Yoshida, Suguru,Ichikawa, Junji
, p. 4563 - 4565 (2007/10/03)
(Chemical equation presented) 1,8-Bis(diphenylmethylium)naphthalenediyl dications promoted oxidative coupling of various N,N-dialkylanilines to afford the corresponding para-coupled bisanilines, benzidines, in good to excellent yield. The dications were readily prepared from a cyclic ether precursor, derived from 1,8-dibromonaphthalene, via deoxygenation with a silylating reagent in 1,1,1,3,3,3-hexafluoro-2-propanol under anhydrous conditions.
SYNTHESE DE N,N-DIALKYL-3,5-DIALKYL-ANILINES A PARTIR DES SELS DE TRIALKYL-2,4,6-PYRYLIUM
Vernaudon, Pascal,Rajoharison, Harivelo G.,Roussel, Chritian
, p. 205 - 211 (2007/10/02)
We have optimized through an experimental design the synthesis of N,N-diethyl-3,5-dimethylaniline from 2,4,6-trimethylpyrylium terafluoroborate (I) and diethylamine in a new reaction medium (acetonitrile/triethylamine).Optimal conditions have been applied with high yields to the synthesis of various 3,5-dimethylanilines derived from I and dimethylamine, morpholine, N-methylpiperazine, piperazine, dihexylamine, piperidine, and pyrrolidine respectively. 2-Alkyl-4,6-dimethylpyrylium tetrafluoroborates react regioselectively with diethylamine to afford N,N-diethyl-3-alkyl-5-methyl anilines under these conditions.