96558-45-1Relevant academic research and scientific papers
Synthesis of new sterically hindered anilines
Steele, Barry R.,Georgakopoulos, Spyros,Micha-Screttas, Maria,Screttas, Constantinos G.
, p. 3091 - 3094 (2008/02/08)
Ring-alkylated primary, secondary and tertiary anilines have been ethylated with ethylene at benzylic positions in a simple and inexpensive one-pot procedure which is mediated by the use of the superbase system nBuLi/LiK(OCH2CH2NMe2)2 in the presence of Mg(OCH2CH2OEt)2. Primary and secondary anilines are ethylated readily at ortho-benzylic positions but with difficulty or not at all at other positions. Tertiary anilines are ethylated at all positions. Mono- or diethylation occurs depending on the steric constraints present. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
Nucleophilic Displacement with Heterocycles as Leaving Groups. Part 16. Reactions of Secondary Alkyl Primary Amines with 5,6,8,9-Tetrahydro-7-phenyldibenzoxanthylium Trifluoromethanesulphonate to give Intermediates Solvolysing without Rearrangement
Katritzky, Alan R.,Lopez-Rodriguez, Maria L.,Keay, James G.,King, Roy W.
, p. 165 - 170 (2007/10/02)
Representative secondary alkyl primary amines R1R2CHNH2 react with the title pyrylium cation in acetic acid, alcohols, phenols, and NN-dimethylaniline acting as nucleophilic solvents to give O- and C-(secondary alkyl) products.Absence of carbenium ion rearrangements is consistent with reaction via intimate ion-molecule pairs formed rapidly from the corresponding pyridinium cations.
