23437-02-7Relevant articles and documents
Copper N-Heterocyclic Carbene Complexes As Active Catalysts for the Synthesis of 2-Substituted Oxazolines from Nitriles and Aminoalcohols
Trose, Michael,Lazreg, Fa?ma,Lesieur, Mathieu,Cazin, Catherine S. J.
, p. 9910 - 9914 (2015/11/03)
The reaction between nitriles and aminoalcohols to access 2-substituted oxazolines was investigated. Using copper-NHC complexes, various nitriles were successfully converted into the corresponding oxazolines, under milder and less wasteful conditions than those of previously reported methods.
Transition metal and base free synthesis of 2-aryl-2-oxazolines from aldehydes and β-amino alcohols catalysed by potassium iodide
Uma Maheswari,Sathish Kumar,Venkateshwar
, p. 39897 - 39900 (2015/02/18)
Synthesis of 2-aryl-2-oxazolines from β-amino alcohols and aldehydes was achieved in good to excellent yield by employing a potassium iodide (KI)-tert-butyl hydroperoxide (TBHP) catalytic system. This protocol is very mild, metal and base free and can be performed under ambient reaction conditions. This oxidative cyclization strategy was further extended for the synthesis of optically active 2-oxazolines, which can act as very useful chiral auxiliaries and as ligands. This journal is
Organoselenium- and Proton-Mediated Cyclization Reactions of Allylic Amides and Thioamides. Syntheses of 2-Oxazolines and 2-Thiazolines
Engman, Lars
, p. 3425 - 3430 (2007/10/02)
A variety of allylic amides and thioamides were treated with phenylselenenyl bromide in chloroform to give, via 5-exo cyclization, 2-oxazolines and 2-thiazolines, respectively, carrying a (phenylselenenyl)methyl substituent in the 5-position.In some cases (N-crotyl- and N-cinnamylamides/thioamides), dihydro-1,3-oxazines/-thiazines were formed via 6-endo cyclization.The phenylselenenyl group of the cyclofunctionalization products was slowly eliminated by treatment with m-chloroperbenzoic acid to introduce unsaturation in the resulting oxazoline/thiazoline.Reductive removal of the phenylselenenyl group was effected by treatment with triphenyltin hydride.This reaction was sometimes accompanied by a rearrangement of the heterocyclic ring.Proton-induced cyclizations of allylic thioamides to give 2-thiazolines was slowly but efficiently effected in boiling toluene containing a catalytic amount of p-toluenesulfonic acid.