281668-97-1Relevant academic research and scientific papers
Electrochemical oxidative cyclization of olefinic carbonyls with diselenides
Guan, Zhipeng,Wang, Yunkun,Wang, Huamin,Huang, Yange,Wang, Siyuan,Tang, Hongding,Zhang, Heng,Lei, Aiwen
supporting information, p. 4976 - 4980 (2019/09/30)
The tandem cyclization of olefinic carbonyls with easily accessible diselenides facilitated by electrochemical oxidation has been successfully developed, which provides an environmentally friendly method for the construction of C-Se and C-O bonds simultaneously. A series of seleno dihydrofurans and seleno oxazolines, bearing fragile heterocycles, subtle C-I bonds and supernumerary vinyl groups, were forged using this elegant chelation strategy. Neither metal catalysts nor external chemical oxidants are required to promote this transformation.
On DABAL-Me3 promoted formation of amides
Dubois, Nathalie,Glynn, Daniel,McInally, Thomas,Rhodes, Barrie,Woodward, Simon,Irvine, Derek J.,Dodds, Chris
supporting information, p. 9890 - 9897 (2013/10/22)
The range and utility of DABAL-Me3 couplings of methyl esters and free carboxylic acids with primary and secondary amines under a variety of conditions (reflux, sealed tube, microwave) has been compared for a significant range of coupling partners of relevance to the preparation of amides of interest in pharmaceutical chemistry. Commercial microwave reactors promote the fastest couplings and allow the use of significantly sterically hindered amines (primary and secondary) and carboxylic acids derivatives. The influence of microwave energy on the reaction system was shown to be typically related to thermal effects (over-pressuring and superheating).
Copper-catalyzed coupling of alkylamines and aryl iodides: an efficient system even in an air atmosphere.
Kwong, Fuk Yee,Klapars, Artis,Buchwald, Stephen L
, p. 581 - 584 (2007/10/03)
[reaction: see text] A mild method for the copper-catalyzed amination of aryl iodides is reported. This operationally simple C-N bond-forming protocol uses CuI as the catalyst and ethylene glycol as ligand in 2-propanol. A variety of functionalized aryl iodides as well as several amines were efficiently coupled using this method. This catalytic amination procedure is relatively insensitive to moisture and can be performed under an air atmosphere with comparable yield. Preliminary results on the amination of aryl bromides are also described.
Reductive cleavage of N-O bonds using samarium(II) iodide in a traceless release strategy for solid-phase synthesis
Myers, Rebecca M.,Langston, Steven P.,Conway, Simon P.,Abell, Chris
, p. 1349 - 1352 (2007/10/03)
(Metrix Presented) (i) p-anisoyl chloride, diisopropylethylamine, dichloromethane, 25 °C, 16 h. (ii) DBU, 4-bromobenzyl bromide, toluene, 25 °C, 48 h. (iii) SmI2/THF, 25 °C, 3 h. A strategy for making amides and ureas using a polymer-supported
ROMPGEL Scavengers: A high-loading supported anhydride for sequestering amines and hydrazines
Arnauld, Thomas,Barrett, Anthony G. M.,Cramp, Susan M.,Roberts, Richard S.,Zécri, Frederic J.
, p. 2663 - 2666 (2007/10/03)
(formula presented) A versatile method for sequestering excess amines and hydrazines is reported using a high-loading ROMPGEL anhydride polymer.
