Development and Integration of New Green Reactions DOI
Takashi Ohshima, Hiroyuki Morimoto,

Tetsuya Kadota

и другие.

Springer eBooks, Год журнала: 2021, Номер unknown, С. 275 - 295

Опубликована: Янв. 1, 2021

Язык: Английский

Ammonia as a potential green dual fuel in diesel engines: A review DOI
Ravikumar Jayabal

Process Safety and Environmental Protection, Год журнала: 2024, Номер 188, С. 1346 - 1354

Опубликована: Июнь 5, 2024

Язык: Английский

Процитировано

18

Chitosan modified with bio-extract as an antibacterial coating with UV filtering feature DOI Creative Commons
Dongkun Yu, Indra Bhusan Basumatary, Santosh Kumar

и другие.

International Journal of Biological Macromolecules, Год журнала: 2023, Номер 230, С. 123145 - 123145

Опубликована: Янв. 5, 2023

Benzophenone-3 grafted chitosan (CS-BP-3) was successfully synthesized and applied as an antibacterial coating for the first time. The grafting mechanism is based on reaction between ketone primary amine to form imine derivatives chemical structure of studied by Fourier transform infrared (FT-IR) spectroscopy. Water solubility BP-3 enhanced after covalently consequently renders with UV blocking property. Results thermal gravimetric analysis (TGA) differential scanning calorimetry (DSC) further confirmed stability modified enhanced. CS-BP-3 a variety substrates glass, plastics, wood, metal. surface features coatings such morphology, water contact angle (WCA), roughness were investigated. optical stabilities under irradiation 16 h. Antibacterial activity evaluated against both Gram-negative Gram-positive bacteria. And results bacterial inhibition indicate its potential future application in food packaging.

Язык: Английский

Процитировано

22

Tandem Photoredox and Copper-Catalyzed Decarboxylative C(sp3)–N Coupling of Anilines and Imines Using an Organic Photocatalyst DOI

Guido Barzanò,

Runze Mao, Marion Garreau

и другие.

Organic Letters, Год журнала: 2020, Номер 22(14), С. 5412 - 5416

Опубликована: Июнь 29, 2020

An organic photoredox catalyst, 4CzIPN, was used in combination with a copper CuCl, to effect decarboxylative C(sp3)–N coupling. The coupling worked both anilines and imines as nitrogen sources could be prepare variety of alkyl amines from readily available carboxylic acids.

Язык: Английский

Процитировано

38

Enantioselective Friedel–Crafts Alkylation Reaction of Pyrroles with N-Unprotected Alkynyl Trifluoromethyl Ketimines DOI
Tatsuhiro Uchikura,

Kureha Aruga,

Riku Suzuki

и другие.

Organic Letters, Год журнала: 2022, Номер 24(25), С. 4699 - 4703

Опубликована: Июнь 21, 2022

Developed herein is an enantioselective Friedel–Crafts alkylation reaction of N-unprotected alkynyl trifluoromethyl ketimines with pyrroles catalyzed by chiral phosphoric acid to furnish primary α-trifluoromethyl-α-(2-pyrrolyl)propargylamines high enantioselectivity. Transformation the group adducts afforded optically active α-trifluoromethylated amines bearing various substituents such as alkyl, alkenyl, enyne, and triazole without loss optical purity.

Язык: Английский

Процитировано

16

Catalytic Enantioselective Strecker Reaction of Isatin-Derived N-Unsubstituted Ketimines DOI

Tetsuya Kadota,

Masanao Sawa,

Yuta Kondo

и другие.

Organic Letters, Год журнала: 2021, Номер 23(12), С. 4553 - 4558

Опубликована: Май 24, 2021

A catalytic enantioselective Strecker reaction of isatin-derived N-unsubstituted ketimines directly afforded the N-unprotected α-aminonitriles with a tetrasubstituted carbon stereocenter in up to 99% ee without requiring protection/deprotection steps. One-pot reactions from parent carbonyl compounds were also realized comparable yields and enantioselectivities. Direct transformations α-aminonitrile products streamlined synthesis unnatural amino acid derivatives achieved shortest one-pot stereoselective routes biologically active compound reported date.

Язык: Английский

Процитировано

19

α‐Amination of Carbonyl Compounds by Using Hypervalent Iodine‐Based Aminating Reagents Containing a Transferable (Diarylmethylene)amino Group DOI

Daichi Okumatsu,

Kazuki Kawanaka,

Shunpei Kainuma

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 29(10)

Опубликована: Янв. 6, 2023

Hypervalent iodine-based aminating reagents containing a transferable (diarylmethylene)amino group can be used for the α-amination of simple carbonyl compounds such as esters, amides, and ketones in presence lithium base. The groups products readily modified, thus providing access to primary amines diarylmethylamines. developed method features transition-metal-free conditions one-pot procedure without need prepare enolate equivalents separately, offering general practical approach synthesis wide variety α-amino compounds. Experimental mechanistic investigations indicate that this amination proceeds through unique radical coupling an α-carbonyl with iminyl radical; they are generated single-electron transfer between hypervalent iodine reagent.

Язык: Английский

Процитировано

8

Transition-metal free trifluoromethylimination of alkenes enabled by direct activation of N-unprotected ketimines DOI

Boqiang Wang,

Yongzhuo Xu,

Jiajia Wang

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 35(9), С. 109502 - 109502

Опубликована: Янв. 10, 2024

Язык: Английский

Процитировано

2

Photoinduced Arene C−H Amination with Ammonia: A Practical and Regioselective Strategy for Primary Amines DOI
Xiaobin Tan, Wenfang Xiong, Baiyao Zhu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(13), С. 2165 - 2170

Опубликована: Май 25, 2023

Abstract Introducing the primary amino group into aromatic ring is one of most important study issues in organic chemistry, particularly for pharmaceuticals and agrochemicals chemistry. Herein, we describe a photoinduced direct C−H amination arenes with ammonia via site‐selective thianthrenation that forms new C−N bond excellent regioselectivity. The reaction carried out under mild conditions, wide range functional tolerance, such as sensitive −Cl, −Br, −OH groups which are poorly tolerated conventional approaches. Moreover, synthetic utility our protocol has been confirmed through late‐stage modification gram‐scale synthesis complex drug‐like molecules.

Язык: Английский

Процитировано

4

Copper(ii) ketimides in sp3 C–H amination DOI Creative Commons
Isuri U. Jayasooriya, Abolghasem Bakhoda,

Rachel Palmer

и другие.

Chemical Science, Год журнала: 2021, Номер 12(47), С. 15733 - 15738

Опубликована: Янв. 1, 2021

Commercially available benzophenone imine (HN[double bond, length as m-dash]CPh2) reacts with β-diketiminato copper(ii) tert-butoxide complexes [CuII]-O t Bu to form isolable ketimides [CuII]-N[double m-dash]CPh2. Structural characterization of the three coordinate ketimide [Me3NN]Cu-N[double m-dash]CPh2 reveals a short Cu-Nketimide distance (1.700(2) Å) nearly linear Cu-N-C linkage (178.9(2)°). Copper(ii) readily capture alkyl radicals R˙ (PhCH(˙)Me and Cy˙) corresponding R-N[double products in process that competes N-N coupling azine Ph2C[double m-dash]N-N[double m-dash]CAr2 serve intermediates catalytic sp3 C-H amination substrates R-H ketimines HN[double BuOO oxidant N-alkyl m-dash]CAr2. This protocol enables use unactivated bonds give easily converted primary amines R-NH2via simple acidic deprotection.

Язык: Английский

Процитировано

9

Discovery of Highly Selective Inhibitors of Microtubule-Associated Serine/Threonine Kinase-like (MASTL) DOI
Rebecca A. Gallego,

Stephanie Scales,

Chad M. Toledo

и другие.

Journal of Medicinal Chemistry, Год журнала: 2024, Номер 67(21), С. 19234 - 19246

Опубликована: Ноя. 5, 2024

By virtue of its role in cellular proliferation, microtubule-associated serine/threonine kinase-like (MASTL) represents a novel target and first-in-class (FIC) opportunity to provide new impactful therapeutic agent oncology patients. Herein, we describe hit-to-lead optimization effort that resulted the delivery two highly selective MASTL inhibitors. Key strategies leveraged enable this work included structure-based drug design (SBDD), analysis lipophilic efficiency (LipE) synthesis. The resulting advanced lead compounds enabled tumor growth inhibition study which was pivotal assessing potential value as an target.

Язык: Английский

Процитировано

1