Article
Chemistry, Physical
Jan Patrick Calupitan, Tao Wang, Alejandro Perez Paz, Berta Alvarez, Alejandro Berdonces-Layunta, Paula Angulo-Portugal, Rodrigo Castrillo-Bodero, Frederik Schiller, Diego Pena, Martina Corso, Dolores Perez, Dimas G. de Oteyza
Summary: This paper reports the activation of a C-C sigma bond at room temperature on Cu(111). A biphenylene derivative's C-C sigma bond is broken, followed by the insertion of Cu from the substrate. The study offers new synthetic routes that can be used for in situ generation of activated species for the on-surface synthesis of novel C-based nanostructures. Overall significance of the article is rated 7.5 out of 10.
JOURNAL OF PHYSICAL CHEMISTRY LETTERS
(2023)
Article
Chemistry, Applied
Guohui Zhang, Qianqian Liang, Wei Yang, Shaohua Jiang, Zhiping Wang, Chunyan Zhang, Guoying Zhang
Summary: Reductive homocoupling transformations mediated by bases and TMSCN have been utilized for the synthesis of 1,2-disubstituted ethanones. This protocol offers a method for the synthesis of functionalized ethanones from aldehydes without the need for transition metals, all in a single reaction vessel.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Multidisciplinary Sciences
Julia C. Reisenbauer, Ori Green, Allegra Franchino, Patrick Finkelstein, Bill Morandi
Summary: Reliable strategies for directly editing the core skeleton of pharmaceutical lead compounds are still scarce despite recent developments in the field. This study presents a method for skeletal editing of indoles through nitrogen atom insertion, demonstrating its utility in late-stage skeletal editing of several commercial drugs.
Article
Chemistry, Inorganic & Nuclear
Vanessa Tabernero, M. Teresa Munoz, Miguel Palenzuela, Rosa M. Gomila, Antonio Frontera, Marta E. G. Mosquera
Summary: This communication presents the synthesis and X-ray characterization of a novel mononuclear aluminium compound with an intramolecular sigma-hole triel bonding interaction. It is compared with a previously reported dinuclear aluminium compound, where the aluminium atoms participate in two concurrent sigma-hole triel bonding interactions. This behavior has not been described in the literature before.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Inorganic & Nuclear
Yongliang Wei, Xiaowen Yang, Minghui Tian, Xue Wang, Tongdao Wang
Summary: The coordination of the B-H bond to a transition metal is of fundamental interest due to its relevance to the transition metal-mediated B-H bond activation mechanism and catalysis. While most reported examples involve sigma-borane/borate complexes with one or two sigma-B-H bonds, compounds with three such bonds are much less common. This study presents a facile synthesis approach for rare transition metal tris(sigma-B-H) borate complexes by salt elimination using [Cp*RuCl](4) and lithium trihydroborates Li[ArBH3] with 2,6-disubstituted aryl groups. These complexes exhibit remarkable thermal stability in solution and feature the unusual sigma-complex with three labile sigma-B-H bonds.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Organic
Lina Cai, Qihong Lai, Lele Zhang, Guotao Xue, Yirui Zhang, Na He, Mingqiang Huang, Shirong Hu, Shunyou Cai
Summary: This study presents an efficient and practical lanthanum-catalyzed reaction method for continuous epoxy-ring opening and oxidative dehydrogenative lactonization under visible-light irradiation. The lanthanum catalyst acts as both a Lewis acid and a photocatalyst in this reaction, eliminating the need for additional photocatalysts. The method allows for convenient preparation of isochromanones with oxygen-containing spirocyclic structural units.
Article
Chemistry, Multidisciplinary
Juanjuan Wang, Hong Lu, Yi He, Chunxiu Jing, Hao Wei
Summary: This study describes a simple protocol for late-stage diversification of bioactive molecules. The use of an inexpensive cobalt catalyst under aqueous and open-air conditions makes this method very practical. Examples demonstrate the broad applicability of this method in the modification of pharmaceutical compounds and complex fused ring compounds.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Hong Hou, Bing Zhou, Jiawei Wang, Dengyang Zhao, Duhao Sun, Xiaoyun Chen, Ying Han, Chaoguo Yan, Yaocheng Shi, Shaoqun Zhu
Summary: A stereo- and regioselective cis-hydrophosphorylation reaction of internal alkyne of 1,3-enynes is described, which allows access to various 1,3-dienes in good yields. Visible-light irradiation of NiCl2(PPh3)(2) enables the generation of highly reactive nickel(II)-phosphorus species to facilitate the reaction under mild conditions.
Article
Chemistry, Organic
Yongquan Ning, Qingmin Song, Paramasivam Sivaguru, Lizuo Wu, Edward A. Anderson, Xihe Bi
Summary: In this study, we reported a silver-catalyzed reaction that enables the insertion of alkynyl carbenes into beta-ketocarbonyls, providing trisubstituted allenyl ketones. This reaction represents the first example of alkynyl carbene insertion into C-C sigma bonds, resulting in products with an sp(2) carbon center. The obtained products serve as useful substrates for further transformations.
Article
Chemistry, Organic
Dan Zhang, Naili Luo, Jianbo Gan, Xinyi Wan, Cunde Wang
Summary: A novel piperidine-mediated cyclization of 2-amino-4H-chromen-4-ones and substituted 2-benzylidenemalononitriles was developed for the synthesis of functionalized 5H-chromeno[2,3-b]pyridines. This method provides an efficient and facile route to the desired derivatives from readily available substrates under mild reaction conditions.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Polymer Science
Shicheng Yang, Siyu Yi, Jie Yun, Ning Li, Yuan Jiang, Zhujun Huang, Chaoran Xu, Congze He, Xiangcheng Pan
Summary: Compared with linear thermoplastic polymers, thermoset polymers with three-dimensional network structures exhibit improved solvent tolerance, heat resistance, and mechanical strength. This work proposes and achieves a carbene-mediated polymer cross-linking with diazo-based compounds by C-H activation and an insertion mechanism under relatively mild conditions. The versatile and practical carbene-mediated cross-linking strategy provides new opportunities for modification, cross-linking, and adhesion in polymer science.
Article
Chemistry, Organic
Yajie Yang, Yilin Zhu, Liqiang Yin, Lu Cheng, Chengyu Wang, Yanzhong Li
Summary: A novel Bronsted-acid-promoted selective C2-N1 ring-expansion reaction of indoles has been developed for the efficient preparation of fused quinolines. The process offers advantages such as high yields, good functional group tolerance, and simplicity.
Article
Chemistry, Multidisciplinary
Yingge Gu, Yajie Yang, Ye Wang, Zongkang Wang, Yilin Zhu, Yanzhong Li
Summary: A novel base-promoted strategy has been developed for the efficient preparation of medium-size-ring sulfonyl derivatives. This method involves alkynes insertion into the C-C sigma-bond of cyclic beta-keto sulfones, introducing sulfonyl groups into medium-size-ring compounds. The reaction demonstrates competitive features including broad substrate scope, transition-metal-free conditions, and atom economy.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Andrea Daolio, Andrea Pizzi, Miriam Calabrese, Nicola Demitri, Jane S. Murray, Peter Politzer, Giuseppe Resnati
Summary: This paper presents and computationally investigates some cases of close contacts involving rhenium of perrhenate esters. The structures and calculated interaction energies confirm the attractiveness of these contacts and their typical geometries of sigma-hole interactions. Additionally, the short Re center dot center dot center dot O contacts observed in three crystalline perrhenate salts confirm the general ability of rhenium compounds, both neutral and ionic, to form such interactions.
CRYSTAL GROWTH & DESIGN
(2023)
Article
Chemistry, Organic
Yongjie Yang, Liangbin Huang, Kai Jiang, Xiaohui Cao, Biaolin Yin
Summary: A new synthetic method is reported for the construction of polyfunctionalized spiro-dihydrofurans via LiCl-mediated and palladium(II)-catalyzed oxidative cyclization of furan-ynes, with diastereospecificity and high Z/E selectivity.
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)