Review
Chemistry, Applied
Sereena Sunny, Ramasamy Karvembu
Summary: C-N bond formation reactions have gained significant interest recently due to the prevalence of nitrogen-containing compounds in pharmaceuticals. The use of directing-group-assisted C-H amidation with cobalt as a catalyst has been a focus for its unique properties and efficiency in selective amidation of C-H bonds. The evolution of directing group preferences and their function in site selection have been discussed in recent developments of this field.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Review
Chemistry, Multidisciplinary
Ms Kanika Saini, Sahil Kumar, Hu Li, Srinivasarao Arulananda Babu, Shunmugavel Saravanamurugan
Summary: This Review focuses on the one-pot synthesis of sustainable primary amines by catalytic reductive amination of bio-based carbonyl compounds with NH3 and H-2. It discusses the use of both precious and non-precious metals as catalysts, along with different supports and solvent systems. The review also explores the role of acidic and basic supports on the yield of the primary amines. Overall, it provides valuable insights into the design and development of efficient catalysts for selective reductive amination of various carbonyl compounds to corresponding amines.
Review
Chemistry, Multidisciplinary
Jia-Qi Xie, Ren-Xiao Liang, Yi-Xia Jia
Summary: This review focuses on recent development of catalytic asymmetric Heck reaction and reductive Heck reaction, covering intermolecular and intramolecular versions since 2011. The article is organized in terms of the catalysts and olefin substrates, providing a clear structure for readers.
CHINESE JOURNAL OF CHEMISTRY
(2021)
Review
Chemistry, Inorganic & Nuclear
C. T. Nandhu, Thaipparambil Aneeja, Gopinathan Anilkumar
Summary: This review summarizes the recent advances in rhodium-catalyzed reductive amination, where rhodium complexes are employed as catalysts with high efficiency and good selectivity.
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2022)
Review
Chemistry, Applied
Yong-Xing Song, Da-Ming Du
Summary: The aza-Michael addition cascade reaction is an important synthetic method for constructing functionalized C-N bonds, widely used in the synthesis of chiral drugs, intermediates, and natural products. This review highlights recent developments in asymmetric synthesis, including various types of aza-Michael addition triggered cascade reactions, reaction mechanisms, and derivatization experiments.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Review
Chemistry, Multidisciplinary
Frank Hollmann, Diederik J. Opperman, Caroline E. Paul
Summary: This review highlights the synthetic state-of-the-art and potential of enzymes catalyzing reductions, ranging from carbonyl, enone, and aromatic reductions to reductive aminations. Enzymes play a key role in producing chiral products with new functionalities, leading to alternative synthetic routes for high-added-value compounds and bulk chemicals.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Qiao-Fei Bao, Ming Li, Yu Xia, Yu-Zhao Wang, Zhao-Zhao Zhou, Yong-Min Liang
Summary: The photocatalytic decarboxylative radical addition bifunctionalization cascade presented in this study relies on single-electron transfer to complete the catalytic cycle. The reaction offers advantages such as the use of commercially available materials, wide functional group compatibility, and mild conditions. Importantly, some amino acids and bioactive carboxylic acids can provide corresponding products in moderate to good yields, highlighting their potential value in drug development.
Review
Chemistry, Multidisciplinary
Cong Chien Truong, Dinesh Kumar Mishra, Young-Woong Suh
Summary: 5-Hydroxymethylfurfural (5-HMF) is an important platform molecule derived from lignocellulosic biomass, which can be valorized into valuable compounds through catalytic transformations. The reductive amination of 5-HMF with ammonia and hydrogen offers a sustainable and straightforward approach to primary furanic amines, which have wide applications in various industries. This review highlights the metal-catalyzed reductive amination of 5-HMF, focusing on the role of metal, solid support, and reaction parameters, as well as the recyclability of catalysts and the reaction mechanism.
Article
Chemistry, Multidisciplinary
Zhaofeng Gao, Jingwen Liu, Haizhou Huang, Huiling Geng, Mingxin Chang
Summary: The research reports on efforts to merge two asymmetric reductive amination reactions into a single-step transformation, utilizing specific catalyst and acid additives to successfully synthesize enantiopure secondary amine products.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Sofiya A. Runikhina, Oleg I. Afanasyev, Ekaterina A. Kuchuk, Dmitry S. Perekalin, Rajenahally V. Jagadeesh, Matthias Beller, Denis Chusov
Summary: Converter gas, a large scale waste product, is usually burned and contributes to greenhouse gas emissions. However, this study shows that it can be utilized as a reducing agent in organic reactions to produce valuable pharmaceuticals and agrochemicals. The gas was used in the synthesis of amide-based drug molecules and classical reductive amination reactions.
Article
Chemistry, Physical
Qing Wang, Shengyang Ni, Lei Yu, Yi Pan, Yi Wang
Summary: This study presents a convenient method for the conversion of light alkanes to high value-added products by utilizing high-valent tungsten and nickel catalysis. The use of photoexcited metal relay enables the activation of inert C-H bonds and stabilization of intermediates, leading to the rapid construction of C(sp(3))-N bonds.
Article
Chemistry, Physical
Qing Wang, Shengyang Ni, Lei Yu, Yi Pan, Yi Wang
Summary: This study presents a rapid method for constructing C(sp(3))-N bonds from light alkanes using high-valent tungsten and nickel catalysts with amine/amide electrophile reagents. The photoexcited metal relay serves as a powerful tool for activating inert sp(3)-hybridized C-H bonds and stabilizing C-Ni(III)-N intermediates.
Review
Energy & Fuels
Yiyuan Jiang, Zao Li, Yuncong Li, Long Chen, Heng Zhang, Hu Li, Song Yang
Summary: Currently, biomass energy is seen as an emerging potential energy reserve. Levulinic acid (LA) and its esters, derived from biomass hydrolysis, can be converted into various chemicals such as 5-methyl-2-pyrrolidones (5MPs) through reductive amination, playing an important role in our daily life. This review systematically introduces the latest advances in the sustainable catalytic reductive amination of LA and its ester to prepare 5MPs using different catalysts. The review also discusses the reaction mechanism, catalyst efficiency, and future development prospects.
Review
Chemistry, Organic
Yu-Chao Wang, Xiao-Jing Lai, Keke Huang, Sarita Yadav, Guanyinsheng Qiu, Lianpeng Zhang, Hongwei Zhou
Summary: Recent advances in nitrene chemistry have focused on acyclic precursors, including organic azides, iminoiodinanes, amines, and amide N-O compounds. Nitrene-based transformations such as C-H amination/amidation, aziridination, and sulfimidation have been demonstrated with control over reactivity based on metal center, ligand, type of nitrene precursor, and reaction system.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Physical
Ariane Weber, Linus Porthun, Reinhard Schomaecker
Summary: The hydroaminomethylation of long-chain olefin 1-decene and diethylamine was successfully carried out using a Rh(acac)(cod)/SulfoXantphos catalyst complex as a one-pot synthesis. The reaction conditions and the concentrations of catalyst precursor, ligand, and reactants were found to have significant effects on the yield of fatty amine. The reaction showed high yield, regioselectivities, and chemoselectivities.
Article
Chemistry, Organic
Faiza Diaba, Gisela Trenchs
Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed
Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Hyunjin Oh, Ikyon Kim
Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li
Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst
Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar
Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Review
Chemistry, Organic
Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan
Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)