Academic-Industrial Collaborations: Merging Paths to Thrive DOI Creative Commons
Hongli Bao, Karla Bravo‐Altamirano, Zachary A. Buchan

и другие.

Organic Letters, Год журнала: 2024, Номер 26(14), С. 2669 - 2671

Опубликована: Апрель 12, 2024

ADVERTISEMENT RETURN TO ISSUEEditorialNEXTAcademic-Industrial Collaborations: Merging Paths to ThriveHongli BaoHongli BaoKey Laboratory of Coal Ethylene Glycol and Its Related Technology, State Key Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute Research on the Structure Matter, Chinese Academy Sciences, Fuzhou 350002, P. R. ChinaMore by Hongli Baohttps://orcid.org/0000-0003-1030-5089, Karla Bravo-Altamirano*Karla Bravo-AltamiranoPfizer Worldwide Development Medicine, Eastern Point Road, Groton, Connecticut 06340, United States*Email: [email protected]More Bravo-Altamiranohttps://orcid.org/0009-0009-3578-403X, Zachary BuchanZachary BuchanDiscovery Small Molecule Discovery Development, Corteva Agrisciences, 9330 Zionsville Indianapolis, Indiana 46268, StatesMore Buchan, Pablo J. CabreraPablo CabreraChemical & DevelopmentPfizer Cabrera, Sarah RyanSarah RyanNufarm Limited, Pipe Laverton North, VIC 3026, AustraliaMore Ryanhttps://orcid.org/0000-0002-9633-5299, Joshua Roth*Joshua RothDiscovery Roth, Fernando Sartillo-PiscilFernando Sartillo-PiscilCentro de Investigación la Facultad Ciencias Químicas, Benemérita Universidad Autónoma Puebla (BUAP), 14 Sur Esq. San Claudio, Col. Manuel, 72570 Puebla, MéxicoMore Sartillo-Piscilhttps://orcid.org/0000-0002-4322-7534, Yasuhiro SawaiYasuhiro SawaiSynthetic Process Pharmaceutical Takeda Company 26-1, Muraoka-Higashi 2-chome, Fujisawa, Kanagawa 251-8555, JapanMore Sawaihttps://orcid.org/0000-0002-6722-2068, Uttam K. Tambar*Uttam TambarDepartment Biochemistry, The University Texas Southwestern Medical Center, 5323 Harry Hines Boulevard, Dallas, 75390-9038, Tambarhttps://orcid.org/0000-0001-5659-5355, Cayetana ZarateCayetana ZarateJohnson Johnson Innovative Chemical R&D, Cilag AG, Hochstrasse 201, 8200 Schaffhausen, SwitzerlandMore Zaratehttps://orcid.org/0000-0002-4002-6147Cite this: Org. Lett. 2024, 26, 14, 2669–2671Publication Date (Web):April 12, 2024Publication History Received27 March 2024Published online12 April inissue 12 2024https://doi.org/10.1021/acs.orglett.4c01107Copyright © Published 2024 American Society. This publication is available under these Terms Use. Request reuse permissions free access through this site. Learn MoreArticle Views-Altmetric-Citations-LEARN ABOUT THESE METRICSArticle Views are COUNTER-compliant sum full text article downloads since November 2008 (both PDF HTML) across all institutions individuals. These metrics regularly updated reflect usage leading up last few days.Citations number other articles citing article, calculated Crossref daily. Find more information about citation counts.The Altmetric Attention Score a quantitative measure attention that research has received online. Clicking donut icon will load page at altmetric.com with additional details score social media presence given article. how calculated. Share Add toView InAdd Full Text ReferenceAdd Description ExportRISCitationCitation abstractCitation referencesMore Options onFacebookTwitterWechatLinked InRedditEmail (1 MB) Get e-AlertscloseSUBJECTS:Catalysis,Cross coupling reaction,Organic chemistry,Pharmaceuticals,Photochemical synthesis e-Alerts

Язык: Английский

The impact of earth-abundant metals as a replacement for Pd in cross coupling reactions DOI Creative Commons
Michael U. Luescher, Fabrice Gallou, Bruce H. Lipshutz

и другие.

Chemical Science, Год журнала: 2024, Номер 15(24), С. 9016 - 9025

Опубликована: Янв. 1, 2024

Initial calculations of environmental footprints associated with using Ni vs Pd catalysis in a representative metal-catalyzed Suzuki–Miyaura cross-coupling reveal that the choice ligated metal is often NOT consequence. Rather, it culmination other parameters such as medium.

Язык: Английский

Процитировано

16

ProPhos: A Ligand for Promoting Nickel-Catalyzed Suzuki-Miyaura Coupling Inspired by Mechanistic Insights into Transmetalation DOI Creative Commons
Jin Yang, Michelle C. Neary, Tianning Diao

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(9), С. 6360 - 6368

Опубликована: Фев. 23, 2024

Nickel-catalyzed Suzuki–Miyaura coupling (Ni-SMC) offers the potential to reduce cost of pharmaceutical process synthesis. However, its application has been restricted by challenges such as slow reaction rates, high catalyst loading, and a limited scope heterocycles. Despite recent investigations, mechanism transmetalation in Ni-SMC, often viewed turnover-limiting step, remains insufficiently understood. We elucidate "Ni-oxo" pathway, applying PPh2Me ligand, identify formation nickel-oxo intermediate step. Building on this insight, we develop scaffolding ProPhos, featuring pendant hydroxyl group connected phosphine via linker. The design preorganizes both nucleophile nickel catalyst, thereby facilitating transmetalation. This exhibits fast kinetics robust activity across wide range heteroarenes, with loading 0.5–3 mol %. For arene substrates, can be further reduced 0.1

Язык: Английский

Процитировано

15

The impact of earth-abundant metals as a replacement for Pd in cross coupling reactions DOI Creative Commons
Bruce H. Lipshutz, Fabrice Gallou, Michael U. Luescher

и другие.

Опубликована: Фев. 7, 2024

Substitution of one metal catalyst for another is not straightforward as simply justifying this change based on the availability and/or cost metals. A life cycle-like assessment was performed leading to conclusion that commonly held view use earth-abundant metals (and in case study, Ni) are replacements palladium most notably cross coupling reactions, and Suzuki-Miyaura couplings, particular, an incomplete analysis entire picture. This notion can be misleading, unfortunately derives nowadays mainly from standpoint cost, some degree, relative natural abundance mining impact each metal. However, a more realistic appreciation emerges when several additional reaction parameters involved couplings considered. Such unequivocally points major climate brought about by organic solvents, while actually play subordinate roles terms CO2-release into environment. Clearly, study reveals factors contribute various ways overall carbon footprint. Hence, far detailed required than typically being utilized!

Язык: Английский

Процитировано

6

Base metal chemistry and catalysis DOI Creative Commons
Marissa L. Clapson, Connor S. Durfy, Devon Facchinato

и другие.

Cell Reports Physical Science, Год журнала: 2023, Номер 4(9), С. 101548 - 101548

Опубликована: Авг. 21, 2023

This perspective provides an entry-level conversation concerning base metal catalysis as a green and sustainable solution in industrial academic contexts. We establish definition of "base metal," challenging readers to consider the ethical implications sourcing. explore what it means be "sustainable" provide information on current efforts synthetic chemistry. examples catalytic trends transformations popular fields such cross-coupling small-molecule conversion, highlighting relevant systems. Finally, we social context—for example, decisions related catalyst development are often driven by factors including costliness, safety, adoptability (whether society will accept its usage), performance. How do move forefront? Is concerned if materials fabricated from cheaper more abundant sources? does chemistry community guide this knowledge translation?

Язык: Английский

Процитировано

15

Better Together: Catalyzing Innovation in Organic Synthesis via Academic-Industrial Consortia DOI Open Access
Jesús Alcázar, Edward A. Anderson, Huw M. L. Davies

и другие.

Organic Letters, Год журнала: 2024, Номер 26(14), С. 2677 - 2681

Опубликована: Янв. 29, 2024

ADVERTISEMENT RETURN TO ISSUEPREVEditorialNEXTBetter Together: Catalyzing Innovation in Organic Synthesis via Academic-Industrial ConsortiaJesús AlcázarJesús AlcázarGlobal Discovery Chemistry, Johnson & Innovative Medicine, Janssen-Cilag, S. A., Jarama 75 A, 45007 Toledo, SpainMore by Jesús Alcázarhttps://orcid.org/0000-0002-2726-196X, Edward A. AndersonEdward AndersonChemistry Research Laboratory, Department of University Oxford, 12 Mansfield Road, Oxford OX1 3TA, United KingdomMore Andersonhttps://orcid.org/0000-0002-4149-0494, Huw M. L. DaviesHuw DaviesDepartment Emory University, 1515 Dickey Drive, Atlanta, Georgia 30322, StatesMore Davieshttps://orcid.org/0000-0001-6254-9398, Rio FebrianRio FebrianDepartment Febrian, Christopher B. KellyChristopher KellyDiscovery Process Research, 1400 McKean Spring House, Pennsylvania 19477, Kellyhttps://orcid.org/0000-0002-5530-8606, Timothy NoëlTimothy NoëlFlow Chemistry Group, van't Hoff Institute for Molecular Sciences (HIMS), Amsterdam, 1098 XH The NetherlandsMore Noëlhttps://orcid.org/0000-0002-3107-6927, Eric VoightEric VoightDiscovery AbbVie, Inc., 1 N Waukegan Rd, North Chicago, Illinois 60064, Voighthttps://orcid.org/0000-0002-9542-5356, Cayetana Zarate*Cayetana ZarateChemical R&D, Janssen-Cilag AG, Hochstrasse 201, 8200 Schaffhausen, Switzerland*Email: [email protected]More Zaratehttps://orcid.org/0000-0002-4002-6147, and Eli Zysman-ColmanEli Zysman-ColmanOrganic Semiconductor Centre, EaStCHEM School St Andrews, Haugh, KY16 9ST U.K.More Zysman-Colmanhttps://orcid.org/0000-0001-7183-6022Cite this: Org. Lett. 2024, 26, 14, 2677–2681Publication Date (Web):January 29, 2024Publication History Received17 January 2024Published online29 inissue April 2024https://pubs.acs.org/doi/10.1021/acs.orglett.4c00192https://doi.org/10.1021/acs.orglett.4c00192editorialACS PublicationsCopyright © Published 2024 American Chemical Society. This publication is available under these Terms Use. Request reuse permissions free to access through this site. Learn MoreArticle Views5626Altmetric-Citations-LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum full text article downloads since November 2008 (both PDF HTML) across all institutions individuals. These metrics regularly updated reflect usage leading up last few days.Citations number other articles citing article, calculated Crossref daily. Find more information about citation counts.The Altmetric Attention Score a quantitative measure attention that research has received online. Clicking on donut icon will load page at altmetric.com with additional details score social media presence given article. how calculated. Share Add toView InAdd Full Text ReferenceAdd Description ExportRISCitationCitation abstractCitation referencesMore Options onFacebookTwitterWechatLinked InRedditEmail (2 MB) Get e-Alertsclose e-Alerts

Язык: Английский

Процитировано

5

General Method for Ni-Catalyzed C–N Cross-Couplings of (Hetero)Aryl Chlorides with Anilines and Aliphatic Amines under Homogeneous Conditions Using a Dual-Base Strategy DOI Open Access
Roberto Silva Villatoro,

Joshua R. Belfield,

Hadi D. Arman

и другие.

Organometallics, Год журнала: 2023, Номер 42(21), С. 3164 - 3172

Опубликована: Ноя. 1, 2023

A general method for the Ni-catalyzed Buchwald–Hartwig amination of (hetero)aryl chlorides using both anilines and aliphatic amines under homogeneous conditions has been developed. Key to success this is implementation a dual-base strategy that utilizes an amine base combined with soluble halide scavenger allows use single air-stable, commercially available Ni(II)-precatalyst phosphine ligand [(R,S)-Josiphos] combination promote aminations across broad scope pharmaceutically relevant nucleophiles at catalyst loadings as low 1.0 mol %.

Язык: Английский

Процитировано

12

Metal-Catalyzed C–N Bond Forming Reaction Selection and Process Development for the Manufacture of AZD7594 DOI

Gulsevim Aydin,

Matthew Ball,

Thomas George Bishop

и другие.

Organic Process Research & Development, Год журнала: 2024, Номер 28(2), С. 559 - 576

Опубликована: Янв. 31, 2024

Process development activities required to develop a robust and scalable synthetic route AZD7594 (1) are disclosed. Included in this paper is the rationale for selection of palladium-mediated Buchwald–Hartwig coupling form key C–N bond. Reaction optimization understanding were performed minimize impurity formation control strategy. The optimized sequence was used manufacture 220 kg clinical trials.

Язык: Английский

Процитировано

4

Accelerating the Development of Sustainable Catalytic Processes through Data Science DOI
Jason M. Stevens, Jacob M. Ganley, Matthew J. Goldfogel

и другие.

Organic Process Research & Development, Год журнала: 2025, Номер unknown

Опубликована: Янв. 2, 2025

Язык: Английский

Процитировано

0

Design of Iron-Based Multifunctional Alloys Electrodeposited from Complexing Electrolytes DOI Open Access
Н. Цынцару, H. Cesiulis, Oksana Bersirova

и другие.

Materials, Год журнала: 2025, Номер 18(2), С. 263 - 263

Опубликована: Янв. 9, 2025

There is a growing focus on sustainability, characterized by making changes that anticipate future needs and adapting them to present requirements. Sustainability reflected in various areas of materials science as well. Thus, more research focused the fabrication advanced based earth-abundant metals. The role iron its alloys particularly significant second most abundant metal our planet. Additionally, electrochemical method offers an environmentally friendly approach for synthesizing multifunctional alloys. can be successfully codeposited with targeted from complexing electrolytes, opening large horizon smart tuning properties enabling applications. In this review, we discuss practical aspects electrodeposition iron-based refractory metals having magnetic, catalytic, mechanical, antimicrobial/antibacterial thermal, wear, corrosion resistance. Peculiarities electrolytes are practically they greatly influence final structure, composition, designed adjusting electroactive complexes solution. Moreover, these further upgraded into composites, multi-layered, hybrid/recovered materials, or high-entropy

Язык: Английский

Процитировано

0

Advancing Base Metal Catalysis: Development and Execution of a Ni-catalyzed Borylation/Pd-catalyzed Suzuki Telescoped Process DOI
Matthew V. Joannou, Matthew J. Goldfogel, Eric M. Simmons

и другие.

Organic Process Research & Development, Год журнала: 2025, Номер unknown

Опубликована: Фев. 10, 2025

Язык: Английский

Процитировано

0