Tandem Conjugate Addition/Aromatization/Acyl Transfer Reaction between 3‐Aryl‐2‐nitropropanoates and Quinone Monoimines DOI
Shaobing Cheng, Hui Liu, Jing Yi

et al.

ChemistrySelect, Journal Year: 2021, Volume and Issue: 6(13), P. 3267 - 3270

Published: April 7, 2021

Abstract A tandem conjugate addition/aromatization/acyl transfer reaction between 3‐aryl‐2‐nitropropanoates and quinone monoimines was described. In the presence of NMM, proceeded smoothly to give various 1,2‐diarylnitroethanes in low good yields. The structure one product determined by an X‐ray crystal structural analysis. Accordingly, a plausible mechanism proposed.

Language: Английский

Recent Advances in the Domino Annulation Reaction of Quinone Imines DOI Creative Commons
Zhen‐Hua Wang, Xiaohui Fu, Qun Li

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(11), P. 2481 - 2481

Published: May 24, 2024

Quinone imines are important derivatives of quinones with a wide range applications in organic synthesis and the pharmaceutical industry. The attack nucleophilic reagents on quinone tends to lead aromatization skeleton, resulting both high reactivity unique imines. extreme value construction nitrogen- or oxygen-containing heterocycles has attracted widespread attention, remarkable advances have been reported recently. This review provides an overview application cyclic compounds via domino annulation reaction.

Language: Английский

Citations

0

Construction of Isochromanones via Hemin-Catalyzed Phenol-Enamine Oxidative Annulation DOI
Muhammad Adnan Bashir, Tie Wang, Hui Guo

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(24), P. 18640 - 18648

Published: Nov. 26, 2024

We have developed a hemin-catalyzed biomimetic oxidative annulation of 2,3-dihydroxybenzoic acid with an array cyclic enamines to form isochromanones in good excellent yields and high regioselectivity. This formal [4+2] cycloaddition protocol showed efficiency remarkable functional group tolerance. Mechanistic studies indicate the involvement single-electron oxidation pathway. Preliminary biological investigations that 3ag 3ca exhibited antineoplastic activities against MCF-7 cell lines IC50 values 25.21 29.09 μM, respectively.

Language: Английский

Citations

0

Tandem Conjugate Addition/Aromatization/Acyl Transfer Reaction between 3‐Aryl‐2‐nitropropanoates and Quinone Monoimines DOI
Shaobing Cheng, Hui Liu, Jing Yi

et al.

ChemistrySelect, Journal Year: 2021, Volume and Issue: 6(13), P. 3267 - 3270

Published: April 7, 2021

Abstract A tandem conjugate addition/aromatization/acyl transfer reaction between 3‐aryl‐2‐nitropropanoates and quinone monoimines was described. In the presence of NMM, proceeded smoothly to give various 1,2‐diarylnitroethanes in low good yields. The structure one product determined by an X‐ray crystal structural analysis. Accordingly, a plausible mechanism proposed.

Language: Английский

Citations

0