73676-95-6Relevant academic research and scientific papers
Regularities of the amino-Claisen rearrangement mechanism
Abdrakhmanov,Borisov,Ismagilov,Nigmatullin,Khusnitdinov,Tolstikov
, p. 83 - 87 (2013/11/19)
The synthetic and kinetic regularities of the amino-Claisen rearrangement (ACR) were studied for the transformation of 2,5-dimethyl-N-(pent-3-en-2-yl) aniline. The ACR products are formed due to the conversion of a binary π-complex formed by the reaction of N-alkenylaniline hydrochloride with hydrochloride of the solvent (2,5-dimethylaniline).
EFFECTS OF SUBSTITUENTS IN ACID-CATALYZED CLAISEN AMINO REARRANGEMENT
Abdrakhmanov, I. B.,Saraeva, Z. N.,Nigmatullin, N. G.,Komissarov, V. D.,Tolstikov, G. A.
, p. 2117 - 2122 (2007/10/02)
A series of 4-R2-N-R1-N-(1-methyl-2-butenyl)- and 4-R2-N-R1-2-(1-methyl-2-butenyl)-anilines was synthesized.The rate constants of rearrangement and elimination of the hydrochlorides of the 4-R2-N-R1-N-(1-methyl-2-butenyl)anilines in nitrobenzene were measured at 110 and 130 deg C.The correlation equations which describe the effect of the nature of the substituents on the reactivity of the substrate in these reactions and the selectivity of their occurence were established.A mechanism of the processes was proposed.
