4211-90-9Relevant academic research and scientific papers
Rhodium(II)-Catalyzed Formal [3 + 2] Cycloaddition of N-Sulfonyl-1,2,3-triazoles with Isoxazoles: Entry to Polysubstituted 3-Aminopyrroles
Lei, Xiaoqiang,Li, Longbo,He, Yu-Peng,Tang, Yefeng
supporting information, p. 5224 - 5227 (2015/11/18)
A novel rhodium(II)-catalyzed formal [3 + 2] cycloaddition of N-sulfonyl-1,2,3-triazoles with isoxazoles has been achieved that provides an efficient method for the synthesis of polysubstituted 3-aminopyrrole derivatives. An operationally simple one-pot synthesis of the titled compounds from terminal alkynes, tosyl azide, and isoxazoles was also developed. The presented reaction affords an illustrative example of employing 1,2,3-triazoles as the [2C]-component in relevant cycloaddition reactions.
Copper-doped silica cuprous sulfate (CDSCS) as a highly efficient heterogeneous nano catalyst for synthesis of 3,5-disubstituted isoxazoles
Soltani Rad,Behrouz,Faghihi
, p. 361 - 367 (2014/04/03)
A facile and highly efficient protocol for 1,3-dipolar cycloaddition of in situ generated nitrile oxides with terminal alkynes catalyzed by copper-doped silica cuprous sulfate (CDSCS) as a new and convenient heterogeneous nano catalyst is described. In th
Condensed oxaziridine-mediated [3+2] cycloaddition: Synthesis of polyhetero-bicyclo compounds
Videtta, Valeria,Perrone, Serena,Rosato, Francesca,Alifano, Pietro,Tredici, Salvatore M.,Troisi, Luigino
scheme or table, p. 2781 - 2783 (2010/12/25)
Polyhetero-bicyclo compounds were synthesized by a regioselective [3+2]-cycloaddition reaction between stable condensed oxaziridines and alkenes, alkynes, and nitriles. These molecules showed considerable antimicrobial activity against several gram-positive bacteria.
Synthesis of 3,4,5-trisubstituted isoxazoles via sequential [3 + 2] cycloaddition/silicon-based cross-coupling reactions
Denmark, Scott E.,Kallemeyn, Jeffrey M.
, p. 2839 - 2842 (2007/10/03)
(Chemical Equation Presented) A [3 + 2] cycloaddition reaction between alkynyldimethylsilyl ethers and aryl and alkyl nitrile oxides to produce isoxazolylsilanols has been developed. The cross-coupling reactions of these heterocyclic silanols with a varie
An efficient, scaleable procedure for the conversion of esters to isoxazoles
Bunnelle,Singam,Narayanan,Bradshaw,Liou
, p. 439 - 442 (2007/10/03)
A concise, regiocontrolled route to isoxazoles, based on the condensation of an ester with a metallated imine, has been developed. The intermediate vinylogous amides react smoothly with hydroxylamine to provide, after dehydration, substituted isoxazoles. The method has been used for the multi-kilo scale preparation of ABT-418, a novel cholinergic channel activator.
An improved method for preparation of nitrile oxides from nitroalkanes for in situ dipolar cycloadditions
Basel, Yochai,Hassner, Alfred
, p. 309 - 312 (2007/10/03)
A new method has been found for generation of nitrile oxides in situ from nitroalkanes under mild conditions. Thus, reaction of nitroalkanes 1 with di-tert-butyl dicarbonate (2) and 4-dimethylaminopyridine (3) as catalyst in the presence of dipolarophiles
Synthesis of 3-Substituted 5-Arylisoxazoles from α,β-Unsaturated Oximes
Alberola, Angel,Banez, J. Manuel,Calvo, Luis,Rodriguez, M. Teresa Rodriguez,Sanudo, M. Carmen
, p. 467 - 471 (2007/10/02)
The synthesis of 3-substituted 5-arylisoxazoles from oximes of α,β-unsaturated ketones is studied. The formation of the isoxazole derivatives takes place by cyclization of oximes in the presence of iodine and potassium iodide. The presence of isoxazoline
The Reaction of Carbanions from 3-Methyl-5-phenylisoxazole with Electrophilic Compounds
Alberola, Angel,Calvo, Luis,Rodriguez, Teresa Rodriguez,Sanudo, Carmen
, p. 445 - 450 (2007/10/02)
The reactivity of 3-methyl-5-phenylisoxazole against electrophilic compounds in the presence of different bases is studied.With n-BuLi, alkylated products at C-4 position and C-3 methyl group, and, in a few cases, dialkylated isoxazoles are obtained.When
A Convinient Preparative Method of Nitrile Oxides by the Dehydration of Primary Nitro Compounds with Ethyl Chloroformate or Benzenesulfonyl Chloride in the Presence of Triethylamine
Shimizu, Tomio,Hayashi, Yoshiyuki,Shibafuchi, Hiroshi,Teramura, Kazuhiro
, p. 2827 - 2832 (2007/10/02)
Three nitrile oxides (MeOCOCN->O, PhCN->O, and EtCN->O) were effectively generated in situ by dehydration of the corresponding primary nitro compounds (RCH2NO2) with PhSO2Cl or ClCOOEt in the presence of triethylamine.Various cycloadducts were prepared by the reaction of them with dipolarophiles.Some advantages of these methods are described in comparison with other known methods.
Regiospecific Synthesis of Isoxazoles by the Reaction of α-Bromoenones with Hydroxylamine
Kashima, Choji,Shirai, Shun-ichi,Yoshiwara, Nobutoshi,Omote, Yoshimori
, p. 826 - 827 (2007/10/02)
In the reaction of α-bromoenones with hydroxylamine, the synthesis of isomeric isoxazoles could be controlled regiospecifically by changing the base.
