Article
Chemistry, Organic
Bo-Ru Shen, Pratheepkumar Annamalai, Shih-Fang Wang, Rekha Bai, Chin-Fa Lee
Summary: This study describes an environmentally friendly and resourceful modular protocol that enables the synthesis of phosphorochalcogenoates, phosphorochalco-genothioates, and phosphinothioates under blue light-emitting diode irradiation. The synthesis of P-S, P-Se, and P-Te bonds was achieved under metal-free, ligand-free, oxidant-free, and photocatalyst-free conditions, resulting in minimal chemical waste generation and high atom economy, with good to excellent yields of the desired products.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Lidong Shan, Hongchen Li, Weiping Zheng, Xingyong Wang, Xinyan Wang, Yuefei Hu
Summary: Direct evidence explaining why 2-propynamides have never been used as substrates in Tf2O-promoted electrophilic activations was obtained. Furthermore, a new method for the synthesis of structurally special 2,4-disubstituted quinolines was developed, allowing easy diversification of the substituent at position 2 of quinolines.
Article
Chemistry, Organic
Xia Zhao, Liangshuo Ji, Yu Gao, Tengteng Sun, Jiamin Qiao, Ankun Li, Kui Lu
Summary: The visible-light-promoted selenocyanation of cyclobutanone oxime esters using potassium selenocyanate in the presence of a fac-Ir(ppy)(3) catalyst is reported for the first time. This method provides an effective and green strategy for the synthesis of cyano and selenocyano bifunctional substituted alkanes, due to the mild conditions employed and the use of readily accessible potassium selenocyanate.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Tian Gao, Shengnan Guo, Jiaojiao Zhang, Jintao Chen, Shiru Yin, Na Peng, Qun Cai, Huan Xu, Yi Liu
Summary: The synthesis of low-cost and high-efficiency multicolour emitting graphene quantum dots (GQDs) from lignin has been successfully achieved in this study. The high crystallization and single-layered structure of the synthesized GQDs were confirmed using HRTEM. By analyzing XPS and FT-IR spectra, the formation mechanism of GQDs derived from lignin at the molecular level was investigated. Furthermore, the application of multicolour-emitting GQDs derived from lignin in LEDs was demonstrated, offering a new path for converting sustainable biomass into high-value nanomaterials.
Article
Chemistry, Multidisciplinary
Kaichuan Yan, Hua He, Jianglian Li, Yi Luo, Ruizhi Lai, Li Guo, Yong Wu
Summary: Carbene transfer reactions are important in organic synthesis for constructing a variety of molecules. In this study, a metal-free and operationally simple methodology for blue light-induced cyclopropenizations of N-tosylhydrazones in water was reported, enabling highly efficient reactions under mild conditions.
CHINESE CHEMICAL LETTERS
(2021)
Article
Chemistry, Organic
Yuanyuan An, Xiaolong Li, Shuangshuang Xia, Yongchan Jian, Fei Wen, Zhenyu Liu, Jiaying He, Yali Shen, Yubin Wang
Summary: In this study, a regioselective hydroborylation of ketene dithioacetals with NHC-borane was achieved under mild conditions via a visible-light-promoted radical chain process. This method features good functional group tolerance, a relatively broad substrate scope, and good yields.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
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
Hongyi Chen, Li Chen, Ze He, Qingle Zeng
Summary: A transition metal-free synthesis of N-(arylthio/seleno)ethyl sulfoxidmines was achieved via blue light-promoted radical sulfoximido-chalcogenization of aliphatic and aromatic alkenes. The sulfoximidation process exhibited high chemoselectivity and broad substrate scope, providing good yields in the sulfoximido-chalcogenization of alkenes.
Article
Biochemistry & Molecular Biology
Yuki Yamamoto, Ryo Tanaka, Shintaro Kodama, Akihiro Nomoto, Akiya Ogawa
Summary: The study achieved the photoinduced bisphosphination of alkynes, resulting in the synthesis of important transition-metal ligands. The optimization of reaction conditions allowed for a wide substrate range and complete regioselective introduction of phosphorus groups.
Article
Chemistry, Multidisciplinary
Qiu-Qin Huang, Mei-Yue Hu, Yan-Li Li, Nan-Nan Chen, Yi Li, Qiao-Hua Wei, FengFu Fu
Summary: Two newly synthesized ultra-small copper nanoclusters exhibit ultrabright yellow and yellow-green room-temperature phosphorescence, and have been used for LEDs with favorable characteristics.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Andrew M. Camp, Matthew R. Kita, P. Thomas Blackburn, Henry M. Dodge, Chun-Hsing Chen, Alexander J. M. Miller
Summary: This study successfully achieved the selective production of different internal alkene isomers using a single cation-responsive iridium catalyst, demonstrating exceptional regioselectivity and stereoselectivity under salt-free conditions. The development of new iridium pincer-crown ether catalysts played a key role in achieving cation-controlled selectivity, providing insights for catalyst development strategies based on noncovalent modifications.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Liubov I. Panferova, Mikhail O. Zubkov, Mikhail D. Kosobokov, Alexander D. Dilman
Summary: This study presents the removal of a tetrafluoropyridinyl group tethered to a sulfur atom using a complex of N-heterocyclic carbene (NHC) with borane. The reaction is carried out under blue light irradiation with a disulfide as a radical initiator. Selective cleavage of S-Ar bond rather than the weaker S-Alk bond is achieved through aromatic radical substitution of the thiyl group by a NHC-stabilized boron-centered radical. Alkyl thiols, the primary products of dearylation, can be in situ oxidized or alkylated to form disulfides or sulfides, respectively.
Article
Chemistry, Organic
Baoxiang Zhu, Zhao Wang, Hui Xi, Zengqiang Feng, Binglei Wang, Wenyang Jiao, Zhongxian Li, Zechao Wang, Junliang Wu
Summary: A new synthetic method has been developed for the synthesis of various compounds via visible-light-promoted radical monofunctionalization and difunctionalization of methylenecyclopropanes. The reaction conditions are simple and convenient, with moderate to excellent yields, a wide substrate scope, and tolerance for different functional groups. The possible radical mechanism has been investigated and proven to be a single electron transfer (SET) procedure.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Bangarigalla Shantharjun, Damera Vani, Ramanjaneyulu Unnava, Mummadi Sandeep, Kallu Rajender Reddy
Summary: This study presents a mild and efficient hydroxymethylation reaction of quinolines under external acid free conditions via an iron promoted cross-dehydrogenative coupling reaction, yielding various hydroxyalkyl substituted quinolines with excellent yields and well tolerated functional groups. Some of the hydroxylmethylated quinolines were further transformed into aldehydes, which were successfully utilized for the synthesis of alkaloid arsindoline-A and its derivatives.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Alexey A. Akulov, Mikhail V. Varaksin, Anton N. Tsmokalyuk, Valery N. Charushin, Oleg N. Chupakhin
Summary: An innovative approach was used to achieve the C(sp(2))-H azolation of cyclic aldonitrones mediated by Selectfluor(R). Through a metal-free, visible-light-promoted cross-dehydrogenative C-N coupling reaction, a series of novel azaheterocyclic derivatives were obtained with yields up to 94%. Mechanistic studies suggest that this coupling reaction likely proceeds via a nitroxide-involving radical pathway.
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)