Zirconium-catalyzed one-pot synthesis of benzoxazoles using reaction of catechols, aldehydes and ammonium acetate DOI Creative Commons

Masoumeh Mohammadi,

Jasem Aboonajmi, Farhad Panahi

et al.

Scientific Reports, Journal Year: 2024, Volume and Issue: 14(1)

Published: Oct. 29, 2024

In this study, an efficient method for the synthesis of benzoxazoles by coupling catechols, aldehydes and ammonium acetate using ZrCl4 as catalyst in ethanol is reported. A wide range (59 examples) are smoothly produced high yields (up to 97%). Other advantages include large-scale use oxygen oxidant. The mild reaction conditions allowed late-stage functionalization, facilitating access several derivatives with biologically relevant structures such β-lactam quinoline heterocycles.

Language: Английский

Efficient stereoselective synthesis of aryl lactones using engineered ketoreductase ChKRED20 from Chryseobacterium sp. CA49 DOI

Mingliang Shi,

Ru‐De Lin,

Yu Yuan

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(6), P. 1804 - 1810

Published: Jan. 1, 2024

WT Ch KRED20 which exhibits no activity towards γ,δ-keto esters was redesigned for reducing bulky keto to the corresponding lactones.

Language: Английский

Citations

4
Directed evolution of Escherichia coli surface-displayed Vitreoscilla hemoglobin as an artificial metalloenzyme for the synthesis of 5-imino-1,2,4-thiadiazoles DOI Creative Commons
Yaning Xu, Fengxi Li,

Hanqing Xie

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(20), P. 7742 - 7748

Published: Jan. 1, 2024

Escherichia coli surface-displayed Vitreoscilla hemoglobin as an artificial metalloenzyme for the synthesis of 5-imino-1,2,4-thiadiazoles.

Language: Английский

Citations

3
Green synthesis of tetra-substituted 2H-pyrans catalyzed by lipase in aqueous medium DOI
Sheng Xie,

Yanyang Sun,

Yan Xu

et al.

Biocatalysis and Biotransformation, Journal Year: 2025, Volume and Issue: unknown, P. 1 - 8

Published: Jan. 15, 2025

An efficient and environmental method was employed to synthesize multi-substituted 2H-pyran from methyl coumalate β-keto esters or diketones. Porcine pancreas lipase (PPL) can catalyze this transformation in high yields (74–96%) aqueous medium (H2O: DMSO = 2:1) under mild conditions (60 °C). The reported strategy exhibits functional group compatibility broad substrate scope. In addition, it provides access a variety of tetra-substituted 2H-pyrans which are considered privileged scaffolds with diverse biological activities.

Language: Английский

Citations

0
Engineering of Dual-Function Vitreoscilla Hemoglobin: A One-Pot Strategy for the Synthesis of Unnatural α-Amino Acids DOI
Fengxi Li, Yaning Xu, Yaning Xu

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(39), P. 7115 - 7119

Published: Sept. 22, 2023

Despite a well-developed and growing body of work on the directed evolution hemoproteins, potential hemoproteins to catalyze non-natural reactions remains underexplored. This paper reports new biocatalytic strategy for one-pot synthesis unnatural α-amino acids. Engineered variants dual-function Vitreoscilla hemoglobin were found efficiently N-H insertion C-H sp3 alkylation, providing moderate excellent yields (57%-95%) acid derivatives turnover numbers (1425-2375).

Language: Английский

Citations

7
Visible-light-induced [3+3] cycloaddition reaction of phenol and hydrazone to access 1,3,4-oxadiazines scaffolds DOI
Xuebin Qiao, Han Yu,

Sijun Huang

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 561, P. 114156 - 114156

Published: April 23, 2024

Language: Английский

Citations

2
Highly selective hemin-catalyzed three-component aminoselenation and oxyselenation of alkenes DOI
Fengxi Li, Jinglin Ma,

Hanqing Xie

et al.

Journal of Organometallic Chemistry, Journal Year: 2023, Volume and Issue: 1001, P. 122866 - 122866

Published: Aug. 21, 2023

Language: Английский

Citations

3
A Green Synthesis of 3-Selanyl-Isoflavones via Lipase Mediated Selenylation/Cyclization of Enaminones DOI Open Access

Wenbo Kan,

Yuming Piao,

Wenning Song

et al.

Catalysts, Journal Year: 2024, Volume and Issue: 14(7), P. 413 - 413

Published: June 28, 2024

Herein, a green biocatalytic approach using lipase as catalyst has been developed for the synthesis of 3-selanyl-isoflavones through selenylation/cyclization 2-hydroxyphenyl enaminones and diphenyl di-selenide under mild conditions. The environmentally friendly method reached high yields 87–95% in short time at 30 °C, with 17 examples successfully prepared. Furthermore, we have investigated possible mechanisms underlying this reaction.

Language: Английский

Citations

0
Zirconium-catalyzed one-pot synthesis of benzoxazoles using reaction of catechols, aldehydes and ammonium acetate DOI Creative Commons

Masoumeh Mohammadi,

Jasem Aboonajmi, Farhad Panahi

et al.

Scientific Reports, Journal Year: 2024, Volume and Issue: 14(1)

Published: Oct. 29, 2024

In this study, an efficient method for the synthesis of benzoxazoles by coupling catechols, aldehydes and ammonium acetate using ZrCl4 as catalyst in ethanol is reported. A wide range (59 examples) are smoothly produced high yields (up to 97%). Other advantages include large-scale use oxygen oxidant. The mild reaction conditions allowed late-stage functionalization, facilitating access several derivatives with biologically relevant structures such β-lactam quinoline heterocycles.

Language: Английский

Citations

0