5953-85-5Relevant articles and documents
Oxidized multiwalled nanotubes as efficient carbocatalyst for the general synthesis of azines
Agnoli, Stefano,Alemán, José,Blanco, Matías,Fraile, Alberto,Valle-Amores, Miguel A.
, p. 174 - 183 (2022/02/02)
The carbocatalytic synthesis of azines (N-N linked diimines) by mild-oxidized multiwalled carbon nanotubes catalyst (oxMWNT) is presented. The material, just with a 5 %wt. loading, is able to carry out a smooth room-temperature metal-free condensation of
Addition reactions of organic carbanion equivalents via hydrazones in water
Wang, Yi-Zhan,Liu, Qi,Cheng, Liang,Yu, Song-Chen,Liu, Li,Li, Chao-Jun
supporting information, (2021/01/11)
The addition of organometallic reagents to unsaturated bonds is one of the most powerful tools for carbon–carbon bond formations. Alkylation through organometallic reagents requires stoichiometric quantity of metal and tedious anhydrous operation in most cases. Here, we report “umpolung” nucleophilic additions of hydrazones to Michael acceptors, carbonyls and imines in water. Under the catalysis of ruthenium(II), the addition reactions could be carried out in pure water to provide various alkylation products in moderate to good yields.
Submonomer synthesis of peptoids containingtrans-inducingN-imino- andN-alkylamino-glycines
Davern, Carolynn M.,Ison, Elon A.,Lowe, Brandon D.,Proulx, Caroline,Rosfi, Adam
, p. 8401 - 8410 (2021/06/28)
The use of hydrazones as a new type of submonomer in peptoid synthesis is described, giving access to peptoid monomers that are structure-inducing. A wide range of hydrazones were found to readily react with α-bromoamides in routine solid phase peptoid submonomer synthesis. Conditions to promote a one-pot cleavage of the peptoid from the resin and reduction to the correspondingN-alkylamino side chains were also identified, and both theN-imino- andN-alkylamino glycine residues were found to favor thetrans-amide bond geometry by NMR, X-ray crystallography, and computational analyses.