Emerging Strategies for Asymmetric Synthesis: Combining Enzyme Promiscuity and Photo‐/Electro‐redox Catalysis DOI
Chao‐Jiu Long, Yan‐Hong He, Zhi Guan

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(2)

Опубликована: Янв. 27, 2023

Abstract As an emerging opportunity to expand the reactivity repertoire of enzymes achieve unnatural transformations in organic synthesis, enzyme promiscuity has attracted great interest recent years. The combination catalysis and photo‐/electro‐redox which can benefit from both exquisite selectivity unique chemical accessible photo‐/electro‐chemistry many advantages, such as new reactivity, high enantioselectivity, green yields. In past decades, most photoenzymatic enzymatic electrosynthesis mainly focused on exploiting regenerated cofactors function native activity. However, developments have demonstrated that combining unlock asymmetric reactions. This minireview highlights these strategies covers literature 2016 date. Furthermore, future development direction this field is prospected.

Язык: Английский

Electrochemical Oxidative Addition of Nucleophiles on 2-Arylindoles: Synthesis of C2-Heteroquaternary Indolin-3-ones DOI
Yadav Kacharu Nagare,

Imtiyaz Ahmad Shah,

Jyothi Yadav

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(23), С. 15771 - 15782

Опубликована: Ноя. 17, 2022

An electrochemical method has been developed to synthesize 2,2-disubstituted indolin-3-ones under mild conditions. A series of nucleophiles have added the 2-arylindole-3-ones, generated in situ metal-free oxidative dearomatization 2-arylindoles, afford 3-carbonyl indoles with heteroquaternary centers 57-79% yields.

Язык: Английский

Процитировано

23

Vitreoscillahemoglobin: a natural carbene transfer catalyst for diastereo- and enantioselective synthesis of nitrile-substituted cyclopropanes DOI

Hanqing Xie,

Fengxi Li, Yaning Xu

и другие.

Green Chemistry, Год журнала: 2023, Номер 25(17), С. 6853 - 6858

Опубликована: Янв. 1, 2023

we developed an environmentally friendly strategy that combines in situ generation of a diazo reagent with biocatalysis for the asymmetric cyclopropanation olefins.

Язык: Английский

Процитировано

12

Asymmetric Intramolecular Amination Catalyzed with Cp*Ir-SPDO via Nitrene Transfer for Synthesis of Spiro-Quaternary Indolinone DOI
Shiqiang Wei, Zihao Li, Shuanghu Wang

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(28), С. 18841 - 18847

Опубликована: Июль 8, 2024

An asymmetric intramolecular spiro-amination to high steric hindering

Язык: Английский

Процитировано

5

Electroreductive Hydroxymethylation of Imines with Ketones To Access β-Amino Alcohols DOI
Wei-Mei Zeng,

Wen-Feng Dong,

Yan‐Hong He

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(3), С. 1625 - 1634

Опубликована: Янв. 25, 2023

In this article, an electrochemical method for the direct synthesis of β-amino alcohols from imines and ketones is described. Mechanistic studies, including a radical trapping experiment, electron paramagnetic resonance, cyclic voltammetry, divided-cell electrolysis support radical-involved reductive cross coupling with at cathode. The use abundant easily prepared starting materials, high atom- step-economy, insensitivity to air moisture make synthetic strategy more efficient construction various alcohol derivatives.

Язык: Английский

Процитировано

11

Catalytic Asymmetric Cyclizative Rearrangement of Anilines and Vicinal Diketones to Access 2,2‐Disubstituted Indolin‐3‐ones DOI Creative Commons

Rui Quan,

Xing‐Zi Li,

Zi‐Qi Wang

и другие.

Advanced Science, Год журнала: 2024, Номер 11(25)

Опубликована: Апрель 24, 2024

Abstract The efficient synthesis of chiral 2,2‐disubstituted indolin‐3‐ones is great importance due to its significant synthetic and biological applications. However, catalytic enantioselective methods for de novo such heterocycles remain scarce. Herein, a novel cyclizative rearrangement readily available anilines vicinal diketones the one‐step construction enantioenriched presented. reaction proceeds through self‐sorted [3+2] heteroannulation/regioselective dehydration/1,2‐ester shift process. Only phosphoric acid employed promote entire sequence simplify manipulation this protocol. Various common aniline derivatives are successfully applied asymmetric as 1,3‐binuclephiles first time. Remarkably, observed stereoselectivity proposed originate from an amine‐directed regio‐ ortho ‐Csp 2 ‐H addition ketones. A range transformations resulting products demonstrated well.

Язык: Английский

Процитировано

4

Novel dual-enzyme system for synthesis of 2-alkyl and 2-arylbenzoxazoles via aerobic oxidation DOI
Fengxi Li, Yaning Xu,

Yuelin Xu

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(14), С. 3509 - 3514

Опубликована: Янв. 1, 2023

A novel urease–artificial Vitreoscilla hemoglobin metalloenzyme (ArVHbM) system for the synthesis of 2-alkyl and 2-arylbenzoxazoles in mild condition.

Язык: Английский

Процитировано

9

Efficient charge separation by a donor-acceptor system integrating dibenzothiophene into a porphyrin-based metal-organic framework for enhanced photocatalytic hydrogen evolution DOI
Fei Yan, Youzi Zhang,

Sibi Liu

и другие.

CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION), Год журнала: 2023, Номер 51, С. 124 - 134

Опубликована: Авг. 1, 2023

Язык: Английский

Процитировано

9

Recent Developments for the Catalytic Asymmetric Synthesis of Indolin-3-one Derivatives DOI

Atul Jankiram Dolas,

Arun L. Patel,

Imtiyaz Ahmad Shah

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

2,2-Disubstituted indolin-3-ones, which are essential components in many manufactured chemicals, dyes, and naturally occurring bioactive alkaloids, have emerged as exciting synthetic targets. Much attention has been paid to accessing these units, particularly an asymmetric fashion, during the last decade. In this review article, we discuss current state of available methods with existing mechanistic pathways for chiral indolin-3-one derivatives under various catalytic systems. This overall presentation protocols access 2,2-disubstituted or fused indolin-3-ones aza-quaternary centre is categorized based on reaction modes 2-substituted-3H-indole-3-one other similar protocols.

Язык: Английский

Процитировано

0

Enzyme-Controlled Bidirectional Enantioselectivity in Asymmetric Decarboxylative Mannich Reaction for Synthesizing β-Sulfonamide Ketones DOI
Yong Tang, Yaning Xu, Xuan Zhang

и другие.

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 4784 - 4797

Опубликована: Март 6, 2025

Язык: Английский

Процитировано

0

Electrochemical Benzylic C–H Carboxylation DOI

Wei-Mei Zeng,

Chunhui Peng,

Youai Qiu

и другие.

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Апрель 9, 2025

Direct benzylic C-H carboxylation stands as a high atom economy, efficient, and convenient route for the synthesis of valuable carboxylic acids, which are great significance in many pharmaceuticals bioactive molecules. However, inherent inertness both bonds carbon dioxide presents challenge further transformations. Herein, we report our efforts to overcome this obstacle via halide-promoted linear paired electrolysis generate various acids. Remarkably, process is transition-metal- base-free, making it environmentally benign cost-effective. Besides, suitable constructing wide range primary, secondary, tertiary acids under mild reaction conditions, demonstrating broad substrate scopes good functional group tolerance. Furthermore, protocol enables direct some drug molecules, including Flurbiprofen, Ibuprofen, Naproxen, facilitates late-stage modification complex compounds, showcasing practical application synthetic chemistry underscores its potential advance related compounds.

Язык: Английский

Процитировано

0