Green and sustainable approaches for the Friedel–Crafts reaction between aldehydes and indoles DOI Creative Commons

Periklis X. Kolagkis,

Eirini M. Galathri,

Christoforos G. Kokotos

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 20, P. 379 - 426

Published: Feb. 22, 2024

The synthesis of indoles and their derivatives, more specifically bis(indolyl)methanes (BIMs), has been an area great interest in organic chemistry, since these compounds exhibit a range interesting biological pharmacological properties. BIMs are naturally found cruciferous vegetables have shown to be effective antifungal, antibacterial, anti-inflammatory, even anticancer agents. Traditionally, the achieved upon acidic condensation aldehyde with indole, utilizing variety protic or Lewis acids. However, due increased environmental awareness our society, focus shifted towards development greener synthetic technologies, like photocatalysis, organocatalysis, use nanocatalysts, microwave irradiation, ball milling, continuous flow, many more. Thus, this review, we summarize medicinal properties developed BIM protocols, reaction between aldehydes indoles, while focusing on environmentally friendly methods over years.

Language: Английский

Self-Driving Laboratories for Chemistry and Materials Science DOI Creative Commons
Gary Tom, Stefan P. Schmid, Sterling G. Baird

et al.

Chemical Reviews, Journal Year: 2024, Volume and Issue: 124(16), P. 9633 - 9732

Published: Aug. 13, 2024

Self-driving laboratories (SDLs) promise an accelerated application of the scientific method. Through automation experimental workflows, along with autonomous planning, SDLs hold potential to greatly accelerate research in chemistry and materials discovery. This review provides in-depth analysis state-of-the-art SDL technology, its applications across various disciplines, implications for industry. additionally overview enabling technologies SDLs, including their hardware, software, integration laboratory infrastructure. Most importantly, this explores diverse range domains where have made significant contributions, from drug discovery science genomics chemistry. We provide a comprehensive existing real-world examples different levels automation, challenges limitations associated each domain.

Language: Английский

Citations

39

Metal-free photocatalytic cross-electrophile coupling enables C1 homologation and alkylation of carboxylic acids with aldehydes DOI Creative Commons
Stefano Bonciolini, Antonio Pulcinella, Matteo Leone

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: Feb. 19, 2024

In contemporary drug discovery, enhancing the sp

Language: Английский

Citations

19

The green chemistry paradigm in modern organic synthesis DOI
Sergei G. Zlotin, Ksenia S. Egorova, Valentine P. Ananikov

et al.

Russian Chemical Reviews, Journal Year: 2023, Volume and Issue: 92(12), P. RCR5104 - RCR5104

Published: Dec. 1, 2023

After the appearance of green chemistry concept, which was introduced in vocabulary early 1990s, its main statements have been continuously developed and modified. Currently, there are 10–12 cornerstones that should form basis for an ideal chemical process. This review analyzes accumulated experience achievements towards design products processes reduce or eliminate use generation hazardous substances. The presents views leading Russian scientists specializing various fields this subject, including homogeneous heterogeneous catalysis, fine basic organic synthesis, electrochemistry, polymer chemistry, based on bio-renewable feedstocks energetic compounds materials. A new approach to quantitative evaluation environmental friendliness by authors is described. <br> bibliography includes 1761.

Language: Английский

Citations

39

Continuous flow synthesis enabling reaction discovery DOI Creative Commons
Antonella Ilenia Alfano, Jorge García‐Lacuna, Oliver Griffiths

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(13), P. 4618 - 4630

Published: Jan. 1, 2024

This article defines the role that continuous flow chemistry can have in new reaction discovery, thereby creating molecular assembly opportunities beyond our current capabilities. Most notably focus is based upon photochemical, electrochemical and temperature sensitive processes where methods machine assisted processing significant impact on chemical reactivity patterns. These platforms are ideally placed to exploit future innovation data acquisition, feed-back control through artificial intelligence (AI) learning (ML) techniques.

Language: Английский

Citations

15

Photocatalytic Functionalization of Dehydroalanine‐Derived Peptides in Batch and Flow DOI Creative Commons
Nikolaos Kaplaneris, Merve Akdeniz, Méritxell Fillols

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(19)

Published: March 18, 2024

Abstract Unnatural amino acids, and their synthesis by the late‐stage functionalization (LSF) of peptides, play a crucial role in areas such as drug design discovery. Historically, LSF biomolecules has predominantly utilized traditional synthetic methodologies that exploit nucleophilic residues, cysteine, lysine or tyrosine. Herein, we present photocatalytic hydroarylation process targeting electrophilic residue dehydroalanine (Dha). This possesses an α , β ‐unsaturated moiety can be combined with various arylthianthrenium salts, both batch flow reactors. Notably, setup proved instrumental for efficient scale‐up, paving way unnatural acids peptides substantial quantities. Our approach, being inherently mild, permits diversification even when they contain sensitive functional groups. The readily available salts facilitate seamless integration Dha‐containing wide range arenes, blueprints, natural products, culminating creation unconventional phenylalanine derivatives. synergistic effect high group tolerance modular characteristic aryl electrophile enables peptide conjugation ligation conditions.

Language: Английский

Citations

15

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

Organic Process Research & Development, Journal Year: 2024, Volume and Issue: 28(5), P. 1327 - 1354

Published: March 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.

Language: Английский

Citations

11

AJICAP-M: Traceless Affinity Peptide Mediated Conjugation Technology for Site-Selective Antibody–Drug Conjugate Synthesis DOI
Yutaka Matsuda,

Natsuki Shikida,

Noriko Hatada

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(27), P. 5597 - 5601

Published: April 19, 2024

A traceless site-selective conjugation method, "AJICAP-M", was developed for native antibodies at sites using Fc-affinity peptides, focusing on Lys248 or Lys288. It produces antibody–drug conjugates (ADCs) with consistent drug-to-antibody ratios, enhanced stability, and simplified manufacturing. Comparative in vivo assessment demonstrated AJICAP-M's superior stability over traditional ADCs. This technology has been successfully applied to continuous-flow manufacturing, marking the first achievement ADC production. manuscript outlines methodology its effectiveness

Language: Английский

Citations

11

Intensified Continuous Flow Process for the Scalable Production of Bio‐Based Glycerol Carbonate** DOI Creative Commons
Claire Muzyka, Sébastien Renson, Bruno Grignard

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(10)

Published: Jan. 10, 2024

A subtle combination of fundamental and applied organic chemistry toward process intensification is demonstrated for the large-scale production bio-based glycerol carbonate under flow conditions. The direct carbonation glycidol with CO

Language: Английский

Citations

10

Continuous flow reactions in the preparation of active pharmaceutical ingredients and fine chemicals DOI
Guilherme M. Martins, Felipe C. Braga, Pedro P. de Castro

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(24), P. 3226 - 3239

Published: Jan. 1, 2024

This feature article presents an overview of continuous flow chemistry, including photoflow and electroflow technologies in the preparation active pharmaceutical ingredients (APIs) fine chemical intermediates.

Language: Английский

Citations

10

Recent advances and applications in high-throughput continuous flow DOI
Jiaping Yu, Jiaying Liu, Chaoyi Li

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(24), P. 3217 - 3225

Published: Jan. 1, 2024

High-throughput continuous flow technology has emerged as a revolutionary approach in chemical synthesis, offering accelerated experimentation and improved efficiency.

Language: Английский

Citations

9