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Tandem oxidative isocyanide-based cycloaddition reactions in the presence of MIL-101(Cr) as a reusable solid catalyst

Author:
Shaabani, Ahmad, Sepahvand, Heshmatollah, Amini, Mostafa M., Hashemzadeh, Alireza, Borjian Boroujeni, Mahmoud, Badali, Elham
Source:
Tetrahedron 2018 v.74 no.15 pp. 1832-1837
ISSN:
0040-4020
Subject:
aerobic conditions, aldehydes, catalysts, chemical structure, cycloaddition reactions, furans
Abstract:
The tandem oxidative three-component synthesis of two types of the heterocycles such as furans and imidazopyridines, via isocyanides [1+4] cycloaddition reactions in the presence of MIL-101(Cr) under aerobic conditions are reported. When the 4-toluenesulfonylmethyl isocyanide was used, an unexpected [3+2] cycloaddition reaction of isocyanides with aldehydes accomplished and dihydrophenyloxazoles and phenyloxazoles produced. These syntheses were successfully carried out using a wide scope of the substrates.
Agid:
6289803