Palladium-Catalyzed Cross-Coupling Reactions: A Powerful Tool for the Synthesis of Agrochemicals DOI
Ponnam Devendar, Ren‐Yu Qu, Weiming Kang

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2018, Volume and Issue: 66(34), P. 8914 - 8934

Published: July 31, 2018

Pd-catalyzed cross-coupling reactions have become essential tools for the construction of carbon–carbon and carbon–heteroatom bonds. Over last three decades, great efforts been made with chemistry in discovery, development, commercialization innovative new pharmaceuticals agrochemicals (mainly herbicides, fungicides, insecticides). In view growing interest both modern crop protection chemistry, this review gives a comprehensive overview successful applications various methodologies, which implemented as key steps synthesis (on R&D pilot-plant scales) such Heck, Suzuki, Sonogashira, Stille, Negishi reactions, well decarboxylative, carbonylative, α-arylative, carbon–nitrogen bond bond-forming reactions. Some perspectives challenges these catalytic coupling processes discovery are briefly discussed final section. The examples chosen demonstrate that approaches open-up new, low-cost, more efficient industrial routes to existing agrochemicals, methods also capability lead generation pesticides novel modes action sustainable protection.

Language: Английский

3d Transition Metals for C–H Activation DOI
Parthasarathy Gandeepan, Thomas Müller, Daniel Zell

et al.

Chemical Reviews, Journal Year: 2018, Volume and Issue: 119(4), P. 2192 - 2452

Published: Nov. 27, 2018

C–H activation has surfaced as an increasingly powerful tool for molecular sciences, with notable applications to material crop protection, drug discovery, and pharmaceutical industries, among others. Despite major advances, the vast majority of these functionalizations required precious 4d or 5d transition metal catalysts. Given cost-effective sustainable nature earth-abundant first row metals, development less toxic, inexpensive 3d catalysts gained considerable recent momentum a significantly more environmentally-benign economically-attractive alternative. Herein, we provide comprehensive overview on until summer 2018.

Language: Английский

Citations

1966

The merger of transition metal and photocatalysis DOI
Jack Twilton, Chi “Chip” Le,

Patricia Zhang

et al.

Nature Reviews Chemistry, Journal Year: 2017, Volume and Issue: 1(7)

Published: July 5, 2017

Language: Английский

Citations

1927

Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis DOI
Amy Chan, Ian B. Perry, Noah B. Bissonnette

et al.

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(2), P. 1485 - 1542

Published: Nov. 18, 2021

The merger of photoredox catalysis with transition metal catalysis, termed metallaphotoredox has become a mainstay in synthetic methodology over the past decade. Metallaphotoredox combined unparalleled capacity for bond formation broad utility photoinduced electron- and energy-transfer processes. Photocatalytic substrate activation allowed engagement simple starting materials metal-mediated bond-forming Moreover, electron or energy transfer directly key organometallic intermediates provided novel modes entirely complementary to traditional catalytic platforms. This Review details contextualizes advancements molecule construction brought forth by metallaphotocatalysis.

Language: Английский

Citations

1149

Pd Metal Catalysts for Cross-Couplings and Related Reactions in the 21st Century: A Critical Review DOI
Andrea Biffis, Paolo Centomo, Alessandro Del Zotto

et al.

Chemical Reviews, Journal Year: 2018, Volume and Issue: 118(4), P. 2249 - 2295

Published: Feb. 20, 2018

Cross-couplings and related reactions are a class of highly efficient synthetic protocols that generally promoted by molecular Pd species as catalysts. However, catalysts based on more or less dispersed metal have been also employed for this purpose, their use, which was largely limited to the Heck reaction until turn century, has extended in recent years most class. This review provides critical overview these applications Particular attention is devoted discussion mechanistic pathways proposed explain catalytic role metal. Furthermore, outstanding systems emerged illustrated, together with development novel approaches boost reactivity A section summarizing current industrial catalyzed kind concludes review.

Language: Английский

Citations

1131

Predicting reaction performance in C–N cross-coupling using machine learning DOI Open Access
Derek T. Ahneman, Jesús G. Estrada, Shishi Lin

et al.

Science, Journal Year: 2018, Volume and Issue: 360(6385), P. 186 - 190

Published: Feb. 15, 2018

A guide for catalyst choice in the forest Chemists often discover reactions by applying catalysts to a series of simple compounds. Tweaking those tolerate more structural complexity pharmaceutical research is time-consuming. Ahneman et al. report that machine learning can help. Using high-throughput data set, they trained random algorithm predict which specific palladium would best isoxazoles (cyclic structures with an N–O bond) during C–N bond formation. The predictions also helped analysis inhibition mechanism. Science , this issue p. 186

Language: Английский

Citations

901

Electrochemical strategies for C–H functionalization and C–N bond formation DOI Creative Commons
Markus D. Kärkäs

Chemical Society Reviews, Journal Year: 2018, Volume and Issue: 47(15), P. 5786 - 5865

Published: Jan. 1, 2018

This review provides an overview of the use electrochemistry as appealing platform for expediting carbon–hydrogen functionalization and carbon–nitrogen bond formation.

Language: Английский

Citations

880

Catalyzing Electrosynthesis: A Homogeneous Electrocatalytic Approach to Reaction Discovery DOI
Juno C. Siu, Niankai Fu, Song Lin

et al.

Accounts of Chemical Research, Journal Year: 2020, Volume and Issue: 53(3), P. 547 - 560

Published: Feb. 20, 2020

Electrochemistry has been used as a tool to drive chemical reactions for over two centuries. With the help of an electrode and power source, chemists are bestowed with imaginary reagent whose potential can be precisely dialed in. The theoretically infinite redox range renders electrochemistry capable oxidizing or reducing some most tenacious compounds (e.g., F

Language: Английский

Citations

611

Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry DOI
Laura Buglioni, Fabian Raymenants, Aidan Slattery

et al.

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(2), P. 2752 - 2906

Published: Aug. 10, 2021

Photoinduced chemical transformations have received in recent years a tremendous amount of attention, providing plethora opportunities to synthetic organic chemists. However, performing photochemical transformation can be quite challenge because various issues related the delivery photons. These challenges barred widespread adoption steps industry. past decade, several technological innovations led more reproducible, selective, and scalable photoinduced reactions. Herein, we provide comprehensive overview these exciting advances, including flow chemistry, high-throughput experimentation, reactor design scale-up, combination photo- electro-chemistry.

Language: Английский

Citations

536

Chitosan: A Natural Biopolymer with a Wide and Varied Range of Applications DOI Creative Commons
Carmen P. Jiménez‐Gómez, Juan Antonio Cecilia

Molecules, Journal Year: 2020, Volume and Issue: 25(17), P. 3981 - 3981

Published: Sept. 1, 2020

Although chitin is of the most available biopolymers on Earth its uses and applications are limited due to low solubility. The deacetylation leads chitosan. This biopolymer, composed randomly distributed β-(1-4)-linked D-units, has better physicochemical properties facts that it possible dissolve this biopolymer under acidic conditions, can adopt several conformations or structures be functionalized with a wide range functional groups modulate superficial composition specific application. Chitosan considered highly biocompatible biodegradability, bioadhesivity bioactivity in such way displays applications. Thus, chitosan promising for numerous biomedical field (skin, bone, tissue engineering, artificial kidneys, nerves, livers, wound healing). also employed trap both organic compounds dyes selective separation binary mixtures. In addition, used as catalyst starting molecule obtain high added value products. Considering these premises, review focused structure modification well

Language: Английский

Citations

482

The importance of synthetic chemistry in the pharmaceutical industry DOI Open Access
Kevin R. Campos, Paul J. Coleman, Juan C. Alvarez

et al.

Science, Journal Year: 2019, Volume and Issue: 363(6424)

Published: Jan. 18, 2019

Synthetic innovation in drug development Chemical synthesis plays a key role pharmaceutical research and development. Campos et al. review some of the advantages that have come from recent innovations synthetic methods. In particular, they highlight small-molecule catalysts stimulated by visible light, enzymes engineered for versatility beyond their intrinsic function, bio-orthogonal reactions to selectively modify proteins conjugation. High-throughput techniques are also poised accelerate methods optimization small-scale discovery large-scale production, complementary machine-learning approaches just coming into focus. Science , this issue p. eaat0805

Language: Английский

Citations

479