Micelle Enabled Buchwald‐Hartwig Amination in Water with the Bening by Design Surfactant TPGS‐750‐M for the Synthesis of the JAK Inhibitor 4‐((2‐Chlorophenyl)amino)‐6‐((6‐methylpyridin‐2‐yl)amino)nicotinamide DOI
Hao Jiang, Bin Wu,

Dominik Rufle

и другие.

Helvetica Chimica Acta, Год журнала: 2024, Номер 107(9)

Опубликована: Авг. 11, 2024

Abstract An efficient and scalable Buchwald‐Hartwig amination towards the synthesis of API candidate 4‐((2‐Chlorophenyl)amino)‐6‐((6‐methylpyridin‐2‐yl)amino)nicotinamide as a JAK inhibitor was described. The process developed using water water‐miscible co‐solvent. It facilitated by benign design surfactant TPGS‐750‐M, that promoted robust reliable preparation our target compound in high yields, with improved reaction profile via an operationally simple protocol.

Язык: Английский

Ligated Pd-Catalyzed Aminations of Aryl/Heteroaryl Halides with Aliphatic Amines under Sustainable Aqueous Micellar Conditions DOI Creative Commons
Karthik S. Iyer,

Rahul D. Kavthe,

R.M. Lammert

и другие.

JACS Au, Год журнала: 2024, Номер 4(2), С. 680 - 689

Опубликована: Фев. 12, 2024

Sustainable technology for constructing Pd-catalyzed C–N bonds involving aliphatic amines is reported. A catalytic system that relies on low levels of recyclable precious metal, a known and commercially available ligand, aqueous medium are combined, leading to newly developed procedure. This new can be used in ocean water with equal effectiveness. Applications highly challenging reaction partners constituting late-stage functionalization documented, as short but efficient synthesis the drug naftopidil. Comparisons existing aminations highlight many advances being offered.

Язык: Английский

Процитировано

8
Waste Valorization in a Sustainable Bio‐Based Economy: The Road to Carbon Neutrality DOI Creative Commons
Roger A. Sheldon

Chemistry - A European Journal, Год журнала: 2024, Номер unknown

Опубликована: Сен. 6, 2024

Abstract The development of sustainable chemistry underlying the quest to minimize and/or valorize waste in carbon‐neutral manufacture chemicals is followed over last four five decades. Both chemo‐ and biocatalysis have played an indispensable role this odyssey. particular developments protein engineering, metagenomics bioinformatics preceding three decades a crucial supporting facilitating widespread application both whole cell cell‐free biocatalysis. pressing need, driven by climate change mitigation, for drastic reduction greenhouse gas (GHG) emissions, has precipitated energy transition based on decarbonization defossilization organic production. latter involves biomass CO 2 as feedstock green electricity generated using solar, wind, hydroelectric or nuclear energy. use polysaccharides feedstocks will underpin renaissance carbohydrate with pentoses hexoses base bio‐based solvents polymers environmentally friendly downstream products. availability inexpensive solar led increasing attention electro(bio)catalysis photo(bio)catalysis which turn leading myriad innovations these fields.

Язык: Английский

Процитировано

4
Green Approach for Pd-Catalyzed C–N Bond Formation with Weak Nitrogen Nucleophiles Using Saponin-Based Micellar Catalysis: Arylation of Anilines, Amides, Carbamates, Ureas, and Sulfonamides DOI
Vinothkumar Vinayagam, Subir Kumar Sadhukhan,

Dhurwasulu Baledi

и другие.

ACS Sustainable Chemistry & Engineering, Год журнала: 2025, Номер unknown

Опубликована: Апрель 11, 2025

Язык: Английский

Процитировано

0
Horizons in catalyst-transfer polymerization research DOI Creative Commons
Jônatas Faleiro Berbigier, Bryton R. Varju,

Jiang Tian Liu

и другие.

Coordination Chemistry Reviews, Год журнала: 2025, Номер 538, С. 216724 - 216724

Опубликована: Апрель 21, 2025

Язык: Английский

Процитировано

0
Micelles Enabled Nickel-Catalyzed P-Arylation of Aromatic Phosphine Oxide in Water Under Mild Conditions DOI

Pritesh Keshari,

Rajan Yadav,

Priya Mata

и другие.

ACS Sustainable Chemistry & Engineering, Год журнала: 2024, Номер 12(31), С. 11473 - 11479

Опубликована: Июль 15, 2024

A nonionic surfactant has been developed from agricultural waste and its potential application for the Ni-catalyzed C–P cross-coupling reaction in water. The was fully characterized by various spectroscopic imaging techniques. size of micelles morphological changes presence catalysts/substrates were established using transmission electron microscopy (TEM), dynamic light scattering (DLS), confocal microscopy. Controlled 31P NMR, 19F mass spectrometry, X-ray photoelectron spectroscopy (XPS) analysis revealed possible reactive intermediates mechanisms. synthesis shown 20 g 1 scale, respectively.

Язык: Английский

Процитировано

3
Rapid aminations of functionalized aryl fluorosulfates in water DOI
Karthik S. Iyer,

Kylee B. Dismuke Rodriguez,

R.M. Lammert

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер unknown

Опубликована: Июль 22, 2024

Abstract Aryl fluorosulfates of varying complexities have been used in amination reactions water using a new Pd oxidative addition complex ( OAC‐1 ) developed specifically to match the needs fine chemicals industry, not only terms functional group tolerance, but also reflecting time considerations associated with these important C−N couplings. Also especially noteworthy is that they replace both PFAS‐related triflates and nonaflates, which are today out favor due recent government regulations. The based on BippyPhos ligand at low loadings under aqueous micellar conditions. Moreover, it easily prepared stable long term storage. DFT calculations OAC precatalyst compare well X‐ray structure crystals π‐complexation aromatic system confirm NMR data showing mixture conformers solution differ from rotation phenyl t ‐butyl substituents. An extensive variety coupling partners, including pharmaceutically relevant APIs, readily participate mild environmentally responsible reaction

Язык: Английский

Процитировано

0
Rapid aminations of functionalized aryl fluorosulfates in water DOI
Karthik S. Iyer,

Kylee B. Dismuke Rodriguez,

R.M. Lammert

и другие.

Angewandte Chemie, Год журнала: 2024, Номер 136(43)

Опубликована: Июль 22, 2024

Abstract Aryl fluorosulfates of varying complexities have been used in amination reactions water using a new Pd oxidative addition complex ( OAC‐1 ) developed specifically to match the needs fine chemicals industry, not only terms functional group tolerance, but also reflecting time considerations associated with these important C−N couplings. Also especially noteworthy is that they replace both PFAS‐related triflates and nonaflates, which are today out favor due recent government regulations. The based on BippyPhos ligand at low loadings under aqueous micellar conditions. Moreover, it easily prepared stable long term storage. DFT calculations OAC precatalyst compare well X‐ray structure crystals π‐complexation aromatic system confirm NMR data showing mixture conformers solution differ from rotation phenyl t ‐butyl substituents. An extensive variety coupling partners, including pharmaceutically relevant APIs, readily participate mild environmentally responsible reaction

Язык: Английский

Процитировано

0
Micelle Enabled Buchwald‐Hartwig Amination in Water with the Bening by Design Surfactant TPGS‐750‐M for the Synthesis of the JAK Inhibitor 4‐((2‐Chlorophenyl)amino)‐6‐((6‐methylpyridin‐2‐yl)amino)nicotinamide DOI
Hao Jiang, Bin Wu,

Dominik Rufle

и другие.

Helvetica Chimica Acta, Год журнала: 2024, Номер 107(9)

Опубликована: Авг. 11, 2024

Abstract An efficient and scalable Buchwald‐Hartwig amination towards the synthesis of API candidate 4‐((2‐Chlorophenyl)amino)‐6‐((6‐methylpyridin‐2‐yl)amino)nicotinamide as a JAK inhibitor was described. The process developed using water water‐miscible co‐solvent. It facilitated by benign design surfactant TPGS‐750‐M, that promoted robust reliable preparation our target compound in high yields, with improved reaction profile via an operationally simple protocol.

Язык: Английский

Процитировано

0