16766-99-7Relevant academic research and scientific papers
Visible-Light-Mediated Umpolung Reactivity of Imines: Ketimine Reductions with Cy2NMe and Water
Wang, Rui,Ma, Mengyue,Gong, Xu,Panetti, Grace B.,Fan, Xinyuan,Walsh, Patrick J.
supporting information, p. 2433 - 2436 (2018/04/27)
A novel carbanionic reactivity of imines mediated by photoredox catalysis is demonstrated. The umpolung imine reactivity is exemplified by proton abstraction from water as a key step in the reduction of benzophenone ketimines to amines (up to 98% yield). Deuterium is introduced into amines efficiently using D2O as an inexpensive deuterium source (≥95% D ratio). The mechanism of this unusual transformation is probed.
Benzhydrylamine: An effective aminating agent for the synthesis of primary amines
Sun, Quan-Wei,Xing, Jun-De,Qin, Yu-Hong,Yin, Xu-Wen,Zhou, Yi
, p. 181 - 183 (2018/05/26)
Aldehydes, ketones, alkyl toluene-p-sulfonates and halides are converted into the corresponding primary amines with benzhydrylamine as a valuable ammonia synthon in moderate to excellent yields.
Nickel-catalyzed dehydrogenative cross-coupling: Direct transformation of aldehydes into esters and amides
Whittaker, Aaron M.,Dong, Vy M.
supporting information, p. 1312 - 1315 (2015/01/30)
By exploring a new mode of nickel-catalyzed cross-coupling, a method to directly transform both aromatic and aliphatic aldehydes into either esters or amides has been developed. The success of this oxidative coupling depends on the appropriate choice of catalyst and organic oxidant, including the use of either α,α,α-trifluoroacetophenone or excess aldehyde. Mechanistic data that supports a catalytic cycle involving oxidative addition into the aldehyde C-H bond is also presented.
Rh(III)-catalyzed synthesis of 1-substituted isoquinolinium salts via a C-H bond activation reaction of ketimines with alkynes
Senthilkumar, Natarajan,Gandeepan, Parthasarathy,Jayakumar, Jayachandran,Cheng, Chien-Hong
supporting information, p. 3106 - 3108 (2014/03/21)
An efficient synthesis of highly substituted isoquinolinium salts from ketimines and alkynes via a Rh(III)-catalyzed C-H bond activation and annulation reaction is described. The Royal Society of Chemistry.
Nucleophilic addition to carbonyl compounds, competition between hard (amine) and soft (phosphite) nucleophile
Gancarz, Roman
, p. 10627 - 10632 (2007/10/02)
In the Kabachnik Fields reaction mixture, two nucleophiles: dialkyl phosphite and the amine compete for the electrophilic carbonyl compound. Reaction mixture composition studies, kinetic studies as well as theoretical calculations, indicate that the softe
ON THE REVERSIBILITY OF HYDROXYPHOSPHONATE FORMATION IN THE KABACHNIK-FIELDS REACTION
Gancarz, Roman,Gancarz, Irena,Walkowiak, Urszula
, p. 45 - 52 (2007/10/03)
The reversibility of hydroxyphosphonate synthesis in the Kabachnik-Fields synthesis was studied. It was found that in all studied cases which included aliphatic and aromatic aldehydes or ketones the hydroxyphosphonates decompose to the starting ketone and
Stereochemical Study of Imines and their N-Borane Adducts by 1H, 11B, 13C and 15N NMR
Ariza-Castolo, Armando,Paz-Sandoval, M. Angeles,Contreras, Rosalinda
, p. 520 - 526 (2007/10/02)
The synthesis and NMR spectra of the N-borane adducts of two diimines, N-borane-bis(α-phenylethylidene)ethylenediamine and N-borane-bis(α-phenylbenzylidene)ethylenediamine, and four imines, N-borane-α-methylethylidene-2-phenylethylamine, two N-borane-α-ph
Factors Influencing the C=N Streching Frequency in Neutral and Protonated Schiff's Bases
Lopez-Garriga, J. J.,Babcock, G. T.,Harrison, J. F.
, p. 7241 - 7251 (2007/10/02)
The C=N streching frequency has been studied in a series of aromatic Schiff's bases, their protonated derivatives, and their reaction products with other Lewis acids.Protonation, deuteration, or reaction with BF3 increases the C=N streching frequency in a
SYNTHESIS OF KETIMINES VIA PALLADIUM COMPLEX-CATALYZED CROSS-COUPLING OF IMIDOYL CHLORIDES WITH ORGANOTIN COMPOUNDS
Kobayashi, Toshi-aki,Sakakura, Toshiyasu,Tanaka, Masato
, p. 3463 - 3466 (2007/10/02)
Imidoyl chlorides were successfully transformed into ketimines when treated with organotin compounds in the presence of palladium complex catalysts.
