Cyclopropanation of Alkenes with Halodiazirines as Halocarbene Precursors in Continuous Flow DOI Creative Commons
Hoang‐Minh To, Thierry Ollevier

Chemistry - A European Journal, Год журнала: 2024, Номер 30(28)

Опубликована: Март 16, 2024

Abstract The cyclopropanation reaction of alkenes with photolytically‐generated chlorocarbenes from chlorodiazirines is reported as an effective way to prepare substituted 3‐chloro‐3‐aryl‐cyclopropanes. This practical and efficient approach allows the synthesis various 3‐chloro‐3‐aryl‐cyclopropanes (32 examples) in continuous flow 5‐minute residence time under light‐emitting diode (LED) irradiation. conditions using 380 nm LED irradiation were successfully extended 3‐bromo‐3‐aryl‐cyclopropanes (3 examples).

Язык: Английский

A Brief Introduction to Chemical Reaction Optimization DOI Creative Commons
Connor J. Taylor, Alexander Pomberger, Kobi Felton

и другие.

Chemical Reviews, Год журнала: 2023, Номер 123(6), С. 3089 - 3126

Опубликована: Фев. 23, 2023

From the start of a synthetic chemist's training, experiments are conducted based on recipes from textbooks and manuscripts that achieve clean reaction outcomes, allowing scientist to develop practical skills some chemical intuition. This procedure is often kept long into researcher's career, as new developed similar protocols, intuition-guided deviations through learning failed experiments. However, when attempting understand systems interest, it has been shown model-based, algorithm-based, miniaturized high-throughput techniques outperform human intuition optimization in much more time- material-efficient manner; this covered detail paper. As many chemists not exposed these undergraduate teaching, leads disproportionate number scientists wish optimize their reactions but unable use methodologies or simply unaware existence. review highlights basics, cutting-edge, modern well its relation process scale-up can thereby serve reference for inspired each techniques, detailing several respective applications.

Язык: Английский

Процитировано

222

A field guide to flow chemistry for synthetic organic chemists DOI Creative Commons
Luca Capaldo, Zhenghui Wen, Timothy Noël

и другие.

Chemical Science, Год журнала: 2023, Номер 14(16), С. 4230 - 4247

Опубликована: Янв. 1, 2023

This review explores the benefits of flow chemistry and dispels notion that it is a mysterious “black box”, demonstrating how can push boundaries organic synthesis through understanding its governing principles.

Язык: Английский

Процитировано

196

Efficient C(sp3)−H Carbonylation of Light and Heavy Hydrocarbons with Carbon Monoxide via Hydrogen Atom Transfer Photocatalysis in Flow** DOI Creative Commons
Fabian Raymenants, Tom M. Masson, J. Orduna

и другие.

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(36)

Опубликована: Июль 17, 2023

Abstract Despite their abundance in organic molecules, considerable limitations still exist synthetic methods that target the direct C−H functionalization at sp 3 ‐hybridized carbon atoms. This is even more case for light alkanes, which bear some of strongest bonds known Nature, requiring extreme activation conditions are not tolerant to most molecules. To bypass these issues, chemists rely on prefunctionalized alkyl halides or organometallic coupling partners. However, new regioselectively a variety different scaffolds would be great added value, only late‐stage biologically active molecules but also catalytic upgrading cheap and abundant hydrocarbon feedstocks. Here, we describe general, mild scalable protocol enables C(sp )−H carbonylation saturated hydrocarbons, including natural products using photocatalytic hydrogen atom transfer (HAT) gaseous monoxide (CO). Flow technology was deemed crucial enable high gas‐liquid mass rates fast reaction kinetics, needed outpace deleterious pathways, leverage safe process.

Язык: Английский

Процитировано

32

Continuous Flow Approach for Benzylic Photo-oxidations Using Compressed Air DOI Creative Commons

Ruairí Bannon,

Gary Morrison,

Megan Smyth

и другие.

Organic Process Research & Development, Год журнала: 2024, Номер 28(8), С. 3307 - 3312

Опубликована: Июль 24, 2024

A continuous flow approach for the aerobic photo-oxidation of benzylic substrates to ketone and aldehyde products is presented. The resulting process exploits UV-A LEDs (375 nm) in combination with a Corning AFR reactor that ensures effective gas-liquid mixing leads short residence times 1 min. variety are converted their corresponding carbonyl products, scalability demonstrated produce multigram quantities within few hours. Overall, this offers several improvements over alternative oxidation methods due combined use air as an oxidant SAS (sodium anthraquinone-2 sulfonate) water-soluble photocatalyst. greener safer conditions together intensification principles renders attractive further industrial applications.

Язык: Английский

Процитировано

15

Carbonylative transformation of aryl halides and strong bonds via cheap metal catalysts and sustainable technologies DOI Creative Commons
Maolin Yang, Yukun Liu, Xin Qi

и другие.

Green Synthesis and Catalysis, Год журнала: 2024, Номер 5(4), С. 211 - 269

Опубликована: Май 6, 2024

The development of catalytic carbonylation reactions has increased considerably. Although many reviews/chapters/books on have been published, summaries cheap metal-catalyzed aryl halides and other chemical bonds with high dissociation energy C-Y (Y = O, N, H) are still very rare. Focusing green sustainable chemistry, this review summarizes discusses the achievements carbonylative transformations (C(sp2)-X) strong based non-expensive metal catalysts (Co, Mn, Mo, Ni, Fe, Cu), photochemical electrochemical systems developed in recent decades.

Язык: Английский

Процитировано

14

Towards Industrially Important Applications of Enhanced Organic Reactions by Microfluidic Systems DOI Creative Commons
Ayesha Zafar,

China Takeda,

Asif Manzoor

и другие.

Molecules, Год журнала: 2024, Номер 29(2), С. 398 - 398

Опубликована: Янв. 13, 2024

This review presents a comprehensive evaluation for the manufacture of organic molecules via efficient microfluidic synthesis. Microfluidic systems provide considerably higher control over growth, nucleation, and reaction conditions compared with traditional large-scale synthetic methods. synthesis has become crucial technique quick, affordable, organometallic compounds complicated characteristics functions. Therefore, unique, straightforward flow methodology can be developed to conduct syntheses improve their efficiency.

Язык: Английский

Процитировано

13

Continuous Flow Chemistry with Solids: A Review DOI
Hannah L. D. Hayes, Carl J. Mallia

Organic Process Research & Development, Год журнала: 2024, Номер 28(5), С. 1327 - 1354

Опубликована: Март 14, 2024

The effective handling of solids in a continuous flow process is one the biggest perceived challenges remaining for modern chemistry. This Review aims to consider some processes chemistries involving which have been successfully implemented. Learnings from design these systems, and identification common blockers, will guide generalized, strategic approach drive efficiency future batch-to-flow development challenging, heterogeneous systems. Assorted techniques managing continuous-flow synthesis be presented herein through series case studies, broken down into several key categories; solubility considerations, setup components modularity, applications ultrasonication, reactor type Grignard reactions.

Язык: Английский

Процитировано

13

RAFT with Light: A User Guide to Using Thiocarbonylthio Compounds in Photopolymerizations DOI Creative Commons
Magdalena A. Bereś, Cyrille Boyer, Matthias Hartlieb

и другие.

ACS Polymers Au, Год журнала: 2025, Номер unknown

Опубликована: Март 27, 2025

Язык: Английский

Процитировано

1

Understanding flow chemistry for the production of active pharmaceutical ingredients DOI Creative Commons
Anand S. Burange, Sameh M. Osman, Rafael Luque

и другие.

iScience, Год журнала: 2022, Номер 25(3), С. 103892 - 103892

Опубликована: Фев. 10, 2022

Multi-step organic syntheses of various drugs, active pharmaceutical ingredients, and other pharmaceutically agriculturally important compounds have already been reported using flow synthesis. Compared to batch, hazardous reactive reagents can be handled safely in flow. This review discusses the pros cons chemistry today's scenario recent developments devices. The majorly emphasizes on synthesis products last five years including flibanserin, imatinib, buclizine, cinnarizine, cyclizine, meclizine, ribociclib, celecoxib, SC-560 mavacoxib, efavirenz, fluconazole, melitracen HCl, rasagiline, tamsulosin, valsartan, hydroxychloroquine. Critical steps new development selected are also discussed.

Язык: Английский

Процитировано

31

Research Acceleration in Self‐Driving Labs: Technological Roadmap toward Accelerated Materials and Molecular Discovery DOI Creative Commons
Fernando Delgado‐Licona, Milad Abolhasani

Advanced Intelligent Systems, Год журнала: 2022, Номер 5(4)

Опубликована: Дек. 23, 2022

The urgency of finding solutions to global energy, sustainability, and healthcare challenges has motivated rethinking the conventional chemistry material science workflows. Self‐driving labs, emerged through integration disruptive physical digital technologies, including robotics, additive manufacturing, reaction miniaturization, artificial intelligence, have potential accelerate pace materials molecular discovery by 10–100X. Using autonomous robotic experimentation workflows, self‐driving labs enable access a larger part chemical universe reduce time‐to‐solution an iterative hypothesis formulation, intelligent experiment selection, automated testing. By providing data‐centric abstraction accelerated cycle, in this perspective article, required hardware software technological infrastructure unlock true is discussed. In particular, process intensification as accelerator mechanism for modules digitalization strategies further cycle sciences are

Язык: Английский

Процитировано

31