72176-38-6Relevant academic research and scientific papers
Synthesis of nitrogen heterocycles via α-aminoalkyl radicals generated from α-silyl secondary amines under visible light irradiation
Nakajima, Kazunari,Kitagawa, Mai,Ashida, Yuya,Miyake, Yoshihiro,Nishibayashi, Yoshiaki
supporting information, p. 8900 - 8903 (2014/08/05)
We have succeeded in the visible light-mediated synthetic use of α-aminoalkyl radicals derived from α-silyl secondary amines toward addition to α,β-unsaturated carbonyl compounds. The resulting γ-aminocarbonyl compounds are converted into γ-lactams and pyrroles in a one-pot process. This journal is the Partner Organisations 2014.
KINETIC STUDIES ON THE AMINOLYSIS OF 1-(TRIMETHYLSILYL)ETHYL ARENESULPHONATES IN ACETONITRILE AND METHANOL
Oh, Hyuck Keun,Shin, Chul Ho,Park, Hyoung Yeon,Lee, Ikchoon
, p. 359 - 363 (2007/10/02)
Nucleophilic substitution reactions of 1-(trimethylsilyl)ethyl arenesulphonates with anilines and benzylamines in acetonitrile and methanol at 65.0 deg C were studied.The cross-interaction constants, ρXZ, between substituents in the nucleophile (X) and leaving group (Z) are relatively small (0.10 for XC6H4NH2 in MeCN) but similar to those for other SN2 processes at a secondary carbon atom.This provides further evidence for an approximately constant, loose SN2 transition state at a secondary carbon regardless of the size of the Cα substituent.The transition-state variations with substituents X and Z are in accord with that expected from the positive ρXZ value observed: a stronger nucleophile and/or nucleofuge leads to an earlier transition state, i. e. a lower degree of bond making and breaking.
