87269-11-2Relevant academic research and scientific papers
Access to Cyanoimines Enabled by Dual Photoredox/Copper-Catalyzed Cyanation of O-Acyl Oximes
Wei, Ziyan,Yu, Shouyun,Zhang, Ai Hua,Zhang, Hao
supporting information, p. 7315 - 7320 (2020/10/02)
An efficient strategy for the synthesis of pharmaceutically important and synthetically useful cyanoimines, as well as cyanamides, has been described. This strategy is enabled by dual photoredox/copper-catalyzed cyanation of O-acyl oximes or O-acyl hydroxamides. This state of the art protocol for cyanoimines and cyanamides features readily available starting materials, mild reaction conditions, good functional group tolerance, and operational simplicity. The resultant cyanoimines can be transformed into structurally diverse and functionally important N-containing heterocycles.
Mechanism of the reaction of lawesson's reagent with N-alkylhydroxamic acids
Przychodzen, Witold
, p. 2002 - 2014 (2007/10/03)
The mechanism of the reaction under discussion has been established by investigating the products of the reaction between 2,4-bis(4-methoxyphenyl)-1,3, 2,4-dithiadiphosphetane 2,4-disulfide (Lawesson's reagent, LR) and N-alkylhydroxamic acids HAs 1. The p
Process for the preparation of aldehydes and ketones
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, (2008/06/13)
A process for the preparation of vinyl, alkynyl or aryl aldehydes or vinyl, alkynyl or aryl ketones includes reacting vinyl-, alkynyl- and aryl- and -methylene compounds with the aid of a mediator and an oxidant, wherein the mediator is selected from the group of the aliphatic, heterocyclic or aromatic NO or NOH containing compounds.
Solvent effects on homolytic bond dissociation energies of hydroxylic acids
Bordwell, Frederick G.,Liu, Wei-Zhong
, p. 10819 - 10823 (2007/10/03)
The homolytic bond dissociation energies (BDEs) of the O-H bonds in DMSO solution for (a) phenol and a number of its derivatives, (b) three oximes, (c) three alcohols, (d) three hydroxylamines, and (e) two hydroxamic acids have been estimated by eq 1: BDE(HA) = 1.37pK(HA) + 23.1E(ox)(A-) + 73.3 kcal/mol. For most of these hydroxylic acids, the BDEs of the O-H bonds estimated by eq 1 are within ±2 kcal/mol of the literature values in nonpolar solvents or in the gas phase. There is no reason to believe, therefore, that these BDEs are 'seriously in error because of failure to correct for solvent effects' as has been claimed on the basis that BDEs in highly polar solvents estimated for the O-H bond in phenol by photoacoustic calorimetry must be so corrected.
Boron Chelates of N-Substituted Hydroxamic Acids
Kliegel, Wolfgang,Nanninga, Dierk
, p. 2616 - 2629 (2007/10/02)
Boron chelates 2 - 6 are synthesized from N-alkyl- or N-arylhydroxamic acids 1 and various boron compounds that are capable of being chelated by bidentate ligands.The spectroscopic data correspond to the cyclic B,N-betaine structure of 2 - 6 and reflect the Lewis acidity of the chelated borenium ions as well as the extent of electron delocalization in the hydroxamate ligands.
