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Construction of N-Ferrocene Substituted Benzodihydrooxazoles via a Catalyst-Free Aza-Michael Addition/C(sp3)-O Bond Formation Tandem Reaction

Authors :
Mingliang Zhang
Pin Zhao
Qilv Liu
Xinlei Liu
Jingya Hu
Dongqing Wu
Lantao Liu
Source :
Molecules, Vol 28, Iss 14, p 5615 (2023)
Publication Year :
2023
Publisher :
MDPI AG, 2023.

Abstract

A catalyst-free aza-Michael addition/C(sp3)-O bond formation tandem reaction of substituted amino ferrocenes with quinone esters was developed, which provided a green and efficient strategy for the construction of a C(sp3)-O bond from C(sp3)-H, and a series of N-ferrocene-substituted benzodihydrooxazoles were smoothly produced in moderate to excellent yields (up to >99% yield). The mechanism experiments showed that quinone esters performed as both substrate and oxidant. The salient features of this transformation include good functional group tolerance, broad substrate scope and mild conditions.

Details

Language :
English
ISSN :
28145615 and 14203049
Volume :
28
Issue :
14
Database :
Directory of Open Access Journals
Journal :
Molecules
Publication Type :
Academic Journal
Accession number :
edsdoj.0e7e5f12fba4470e875f2f4e6fcd78ad
Document Type :
article
Full Text :
https://doi.org/10.3390/molecules28145615