Efficient Catalytic Synthesis of Condensed Isoxazole Derivatives via Intramolecular Oxidative Cycloaddition of Aldoximes

Efficient Catalytic Synthesis of Condensed Isoxazole Derivatives via Intramolecular Oxidative Cycloaddition of Aldoximes

Bibliographic Details
Parent link:	Molecules Vol. 27, iss. 12.— 2022.— [3860, 13 p.]
Corporate Author:	Национальный исследовательский Томский политехнический университет Исследовательская школа химических и биомедицинских технологий
Other Authors:	Mironova I. A. Irina Andreevna, Nenaydenko V. G. Valentin Georgievich, Postnikov P. S. Pavel Sergeevich, Saito Akio, Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich), Yoshimura A. Akira
Summary:	Title screen The intramolecular oxidative cycloaddition reaction of alkyne- or alkene-tethered aldoximes was catalyzed efficiently by hypervalent iodine(III) species to afford the corresponding polycyclic isoxazole derivatives in up to a 94% yield. The structure of the prepared products was confirmed by various methods, including X-ray crystallography. Mechanistic study demonstrated the crucial role of hydroxy(aryl)iodonium tosylate as a precatalyst, which is generated from 2-iodobenzoic acid and m-chloroperoxybenzoic acid in the presence of a catalytic amount of p-toluenesulfonic acid.
Published:	2022
Subjects:	труды учёных ТПУ электронный ресурс hypervalent iodine hydroxy(aryl)iodonium catalysis aldoximes intramolecular cycloaddition nitrogen heterocycles гипервалентный йод катализ циклоприсоединение гетероциклы
Online Access:	https://doi.org/10.3390/molecules27123749
Format:	Electronic Book Chapter
KOHA link:	https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=668602

Internet

https://doi.org/10.3390/molecules27123749