370565-66-5Relevant academic research and scientific papers
Investigation of the transition-metal- and acid-catalyzed reactions of β-(N-tosyl)amino diazo carbonyl compounds
Jiang, Nan,Ma, Zhihua,Qu, Zhaohui,Xing, Xiaoyu,Xie, Linfeng,Wang, Jianbo
, p. 893 - 900 (2003)
A series of β-(N-tosyl)amino diazo carbonyl compounds have been prepared by nucleophilic condensation of N-tosylimines with acyldiazomethanes. The diazo decomposition of these diazo carbonyl compounds under various catalytic conditions, including Rh(II) carboxylates, Cu(I) and Cu(II) complexes, PhCO2Ag/Et3N, TsOH, and SnCl2·2H2O, has been investigated. It was found that, in most cases, the diazo decomposition gave preferentially 1,2-aryl migration product, but 1,2-hydride migration predominated when PhCO2Ag/Et3N was the catalytic system. Hammett correlation has been applied in the analysis of the electronic effects of 1,2-aryl migration. The factors that govern the migratory preference and the mechanistic aspects of the reaction are discussed.
1,2-aryl and 1,2-hydride migration in transition metal complex catalyzed diazo decomposition: A novel approach to α-aryl-β-enamino esters
Jiang, Nan,Qu, Zhaohui,Wang, Jianbo
, p. 2989 - 2991 (2007/10/03)
matrix presented R = H, Me N-Tosyl diazoketamines were prepared by addition of the ethyl α-diazoacetate anion to N-sulfonylimines. The diazo decomposition of the diazoketamines with Rh2(OAc)4 complex resulted in aryl migration to giv
