Aerobic α‐Oxidation of N‐Substituted Tetrahydroisoquinolines to Dihydroisoquinolones via Organo‐photocatalysis DOI

Kim Christopher C. Aganda,

Boseok Hong, Anna Lee

et al.

Advanced Synthesis & Catalysis, Journal Year: 2018, Volume and Issue: 361(5), P. 1124 - 1129

Published: Dec. 15, 2018

Abstract An efficient visible‐light‐induced α‐oxidation of N ‐substituted tetrahydroisoquinolines to dihydroisoquinolones has been developed using eosin Y as an organo‐photocatalyst and oxygen a green oxidant. The reactions were carried out under mild reaction conditions; the desired obtained in up 96% yield at room temperature atmosphere. This transformation provides convenient route with wide range substrates. magnified image

Language: Английский

Molecular oxygen-mediated oxygenation reactions involving radicals DOI
Conghui Tang, Xu Qiu, Zengrui Cheng

et al.

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 50(14), P. 8067 - 8101

Published: Jan. 1, 2021

Molecular oxygen as a green, inexpensive oxidant and source has displayed lots of advantages compared to other oxidants. This review introduces the recent advances radical processes in molecular oxygen-mediated oxygenation reactions.

Language: Английский

Citations

165

Iron- and cobalt-catalyzed C(sp3)–H bond functionalization reactions and their application in organic synthesis DOI
Yungen Liu,

Tingjie You,

Hai‐Xu Wang

et al.

Chemical Society Reviews, Journal Year: 2020, Volume and Issue: 49(15), P. 5310 - 5358

Published: Jan. 1, 2020

This review highlights the developments in iron and cobalt catalyzed C(sp3)–H bond functionalization reactions with emphasis on their applications organic synthesis, i.e. natural products pharmaceuticals synthesis and/or modification.

Language: Английский

Citations

161

Catalytic enantioselective C(sp3)–H functionalization involving radical intermediates DOI Creative Commons
Chi Zhang, Zhong‐Liang Li, Qiang‐Shuai Gu

et al.

Nature Communications, Journal Year: 2021, Volume and Issue: 12(1)

Published: Jan. 20, 2021

Abstract Recently, with the boosted development of radical chemistry, enantioselective functionalization C( sp 3 )–H bonds via a pathway has witnessed renaissance. In principle, two distinct catalytic modes, distinguished by steps in which stereochemistry is determined (the formation step or step), can be devised. This Perspective discusses state-of-the-art area involving intermediates as well future challenges and opportunities.

Language: Английский

Citations

117

Atomic-level design of metalloenzyme-like active pockets in metal–organic frameworks for bioinspired catalysis DOI
Weiqing Xu, Yu Wu, Wenling Gu

et al.

Chemical Society Reviews, Journal Year: 2023, Volume and Issue: 53(1), P. 137 - 162

Published: Nov. 29, 2023

Natural metalloenzymes with astonishing reaction activity and specificity underpin essential life transformations. Nevertheless, enzymes only operate under mild conditions to keep sophisticated structures active, limiting their potential applications. Artificial that recapitulate the catalytic of can not circumvent enzymatic fragility but also bring versatile functions into practice. Among them, metal-organic frameworks (MOFs) featuring diverse site-isolated metal sites supramolecular have emerged as promising candidates for move toward unparalleled properties behaviour enzymes. In this review, we systematically summarize significant advances in MOF-based metalloenzyme mimics a special emphasis on active pocket engineering at atomic level, including primary secondary coordination spheres. Then, deep understanding mechanisms advanced applications are discussed. Finally, perspective emerging frontier research is provided advance bioinspired catalysis.

Language: Английский

Citations

58

Scalable biocatalytic C–H oxyfunctionalization reactions DOI
Suman Chakrabarty, Ye Wang, Jonathan C. Perkins

et al.

Chemical Society Reviews, Journal Year: 2020, Volume and Issue: 49(22), P. 8137 - 8155

Published: Jan. 1, 2020

Biocatalytic methods for selective C–H oxyfunctionalization reactions are rapidly emerging and hold significant potential to streamline complex molecule synthesis. This review highlights key advances in this area developed within the past decade.

Language: Английский

Citations

135

Aqueous microdroplets containing only ketones or aldehydes undergo Dakin and Baeyer–Villiger reactions DOI Creative Commons
Dan Gao, Feng Jin, Jae Kyoo Lee

et al.

Chemical Science, Journal Year: 2019, Volume and Issue: 10(48), P. 10974 - 10978

Published: Jan. 1, 2019

The Dakin and Baeyer-Villiger (BV) oxidation reactions require addition of peroxides as oxidants an acid or a base catalyst. Reaction times range from hours to days obtain target products. Previously, we reported that hydrogen peroxide (H2O2) is spontaneously generated in water microdroplets without any added chemicals applied electrical potential. Here, report the BV occur modest yields within milliseconds aqueous at room-temperature external catalysts. H2O2 generation result special environment microdroplet surface, which promotes autoionization. We find increasing content decreasing droplet size improve product yield reactions, supporting contention amount could induce two near air-water interface surface.

Language: Английский

Citations

109

Two-Component FAD-Dependent Monooxygenases: Current Knowledge and Biotechnological Opportunities DOI Creative Commons
Thomas Heine, Willem J. H. van Berkel, George Gassner

et al.

Biology, Journal Year: 2018, Volume and Issue: 7(3), P. 42 - 42

Published: Aug. 2, 2018

Flavoprotein monooxygenases create valuable compounds that are of high interest for the chemical, pharmaceutical, and agrochemical industries, among others. Monooxygenases use flavin as cofactor either single- or two-component systems. Here we summarize current knowledge about adenine dinucleotide (FAD)-dependent describe their biotechnological relevance. Two-component FAD-dependent catalyze hydroxylation, epoxidation, halogenation reactions physiologically involved in amino acid metabolism, mineralization aromatic compounds, biosynthesis secondary metabolites. The monooxygenase component these enzymes is strictly dependent on reduced FAD, which supplied by reductase component. More more representatives have been discovered characterized recent years, has resulted identification novel physiological roles, functional properties, a variety biocatalytic opportunities.

Language: Английский

Citations

95

Iron-catalysed asymmetric carboazidation of styrenes DOI
Liang Ge, Huan Zhou, Mong‐Feng Chiou

et al.

Nature Catalysis, Journal Year: 2020, Volume and Issue: 4(1), P. 28 - 35

Published: Dec. 14, 2020

Language: Английский

Citations

94

Light and oxygen-enabled sodium trifluoromethanesulfinate-mediated selective oxidation of C–H bonds DOI
Xianjin Zhu, Yong Liu, Can Liu

et al.

Green Chemistry, Journal Year: 2020, Volume and Issue: 22(13), P. 4357 - 4363

Published: Jan. 1, 2020

A light and oxygen-enabled sodium trifluoromethanesulfinate-mediated selective oxidation of C–H bonds has been developed. High-value-added aromatic ketones carboxylic acids were easily prepared in high-to-excellent yields using readily available starting materials.

Language: Английский

Citations

84

Formate Oxidase (FOx) from Aspergillus oryzae: One Catalyst Enables Diverse H2O2‐Dependent Biocatalytic Oxidation Reactions DOI Creative Commons
Florian Tieves, Sébastien J.‐P. Willot, Morten M. C. H. van Schie

et al.

Angewandte Chemie International Edition, Journal Year: 2019, Volume and Issue: 58(23), P. 7873 - 7877

Published: April 4, 2019

An increasing number of biocatalytic oxidation reactions rely on H

Language: Английский

Citations

80