Article
Chemistry, Applied
Xiao Hu, Minglin Tao, Zhongxiao Ma, Yi Zhang, Yanni Li, Deqiang Liang
Summary: A novel reaction method is proposed in this study, which enables regioselective tandem enamido beta-C(sp(2))-H alkylation/acrylamido alkylation/cyclizative alkenylation sequence of 3-aza-1,5-dienes under visible light irradiation. This method shows excellent regiospecificity and broad substrate scope.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Review
Biochemistry & Molecular Biology
Sergey V. V. Baykov, Anton A. A. Shetnev, Artem V. V. Semenov, Svetlana O. O. Baykova, Vadim P. P. Boyarskiy
Summary: This review discusses synthetic methods for obtaining 1,2,4-oxadiazole and their application in pharmaceutical preparation. The methods are divided into three groups, including two-stage protocols, one-pot synthesis, and oxidative cyclization. These methods have significant potential in drug design, allowing for the preparation of thermosensitive 1,2,4-oxadiazole and expanding the use of oxadiazole core as a linker in bioactive compound design.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Chemistry, Organic
Liang Zhuo, Shihua Xie, Hui Wang, Hongjun Zhu
Summary: The aerobic visible-light induced intermolecular S-N bond construction without the addition of photosensitizer, metal, or base allows for the synthesis of 1,2,4-thiadiazoles from thioamides. The preliminary mechanistic investigation indicates that the excited state of thioamides undergoes a single-electron-transfer process to form thioamidyl radicals, which can be further converted into 1,2,4-thiadiazoles through desulfurization and oxidative cyclization. This reaction with good functional group tolerance represents a green method for the construction of S-N bonds.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Luis G. Ardon-Munoz, Jeanne L. Bolliger
Summary: Many nitrogen- and sulfur-containing heterocyclic compounds with biological activity have been discovered. This study focuses on the synthesis of benzo[4,5]thiazolo[2,3-c][1,2,4]triazoles, an important class of heterocycles. A new synthetic protocol involving oxidation and subsequent C-H bond functionalization is reported, which provides a short reaction time and high yields.
Article
Chemistry, Multidisciplinary
Yongqiang Zhang, Yunhe Jin, Lifang Wang, Qingqing Zhang, Changgong Meng, Chunying Duan
Summary: The visible light-induced metal-free C(sp(3))-H phenanthridinylation of simple alkanes with isonitrile using H2O2 as a terminal green oxidant enables practical access to valuable alkyl-substituted phenanthridine derivatives with good yields and selectivities under mild conditions and broad substrate scope, including gaseous alkanes.
Article
Nanoscience & Nanotechnology
Zainab Almansaf, Jiyun Hu, Federica Zanca, Hamid R. Shahsavari, Benjamin Kampmeyer, Miu Tsuji, Kartik Maity, Valerie Lomonte, Yumi Ha, Piero Mastrorilli, Stefano Todisco, Mourad Benamara, Rama Oktavian, Arsalan Mirjafari, Peyman Z. Moghadam, Ahmad R. Khosropour, Hudson Beyzavi
Summary: A new COF based on imine bonds with dual-pore structure and high crystallinity was successfully synthesized, and selectively metallated with Pt on the N donor in the larger pores. The metallated COF showed excellent performance as a recyclable heterogeneous photocatalyst for decarboxylative difluoroalkylation and oxidative cyclization reactions.
ACS APPLIED MATERIALS & INTERFACES
(2021)
Article
Chemistry, Applied
Alexander K. Eltyshev, Nadezhda V. Chernysheva, Artem S. Minin, Varvara A. Pozdina, Pavel A. Slepukhin, Enrico Benassi, Nataliya P. Belskaya
Summary: This paper reports the one-pot synthesis of condensed mesoionic compounds, specifically bicyclic arylthienotriazoliumolates. These compounds were synthesized through an improved method, resulting in diverse structures with exceptional photophysical properties. The pattern of substituents decorating the mesoionic ring played a crucial role in determining the electronic distributions of the synthesized compounds.
Article
Chemistry, Multidisciplinary
Xiaozhong Chen, Yao Ai, Deyun Liu, Peng Liu, Xiangchao Xu, Jiazhi Yang, Feng Li
Summary: In this study, an iridium(iii) terpyridine complex immobilized on a functionalized covalent triazine framework was demonstrated to be a highly effective catalyst for the acceptorless dehydrogenative coupling of o-aminobenzyl alcohols with ketones.
MATERIALS CHEMISTRY FRONTIERS
(2022)
Article
Biochemistry & Molecular Biology
Margarita A. Epishina, Alexander S. Kulikov, Leonid L. Fershtat
Summary: A series of novel 1,4-dihydrobenzo[1,2,4][e]triazines with high thermal stability were synthesized as potential components of functional organic materials.
Review
Chemistry, Organic
Liangkun Zhong, Changyuan Wu, Mimi Li, Junhui Wu, Yang Chen, Zhiran Ju, Chengxia Tan
Summary: N,O-containing heterocycles have been widely studied in the development of new pesticides. This review focuses on the molecular design strategy and bioactivity of 1,2,4-oxadiazole derivatives since 2012. Prominent examples of their use as core active structures in various applications are highlighted, along with the methods for their preparation and their potential value in agrochemistry.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Luis G. Ardon-Munoz, Jeanne L. Bolliger
Summary: Here, we report a generally applicable method for preparing N-substituted benzo[4,5]thiazolo[2,3-c][1,2,4]triazol-1-ium salts from air-stable precursors. This method involves the selective deprotection of a para-methoxybenzyl protected thiol, followed by C-H functionalization of the linked 1,2,4-triazolium salts under oxidative conditions. The synthesized tricyclic thiazolium salts can contain various electron-withdrawing and electron-donating aromatic substituents, as well as aliphatic substituents, and are tolerant to many functional groups.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Applied
Shu-Ning Lu, Hefei Yang, Jiajun Zhang, Zhengkai Chen, Xiao-Feng Wu
Summary: A metal-free oxidative cyclization process using trifluoroacetimidohydrazides and D-glucose has been developed for the efficient assembly of 3-trifluoromethyl-1,2,4-triazoles. D-glucose serves as the C1 synthon to provide the methine source in the reaction. Control experiments were conducted to elucidate the reaction mechanism, and the synthetic utility of the method was demonstrated through scale-up reactions and the synthesis of a key skeleton for an NKI-receptor ligand.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Pengzhen Zhong, Cheng Zhang, Yue Li, Chengwu Su, Chen Zhang, Dong-Mei Cui
Summary: An efficient method for the synthesis of alpha-(1,3,5-triazinylthio)-ketones from 1,3-dicarbonyl compounds with 1,3,5-triazine-2-thiols has been developed. The reaction involves C-C bond cleavage and C-S bond reconstruction of 1,3-dicarbonyl compounds, and can tolerate beta-keto esters, beta-keto amides, and 1,3-diones. In addition, the annulation of 1,3,5-triazine-2-thiols with chalcones has been achieved for the synthesis of thiazolo-[3,2-a]-[1,3,5]-triazines in moderate to good yields, and with a broad functional group tolerance.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Chan Jiang, Mingfang Li, Leitao Xu, Yangjie Yi, Jiao Ye, Aixi Hu
Summary: A convenient and efficient method for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from N-benzyl amidoximes was developed using anodic oxidation to generate the iminoxy radical. The transformation involves 1.5-Hydrogen Atom Transfer (1,5-HAT) and intramolecular cyclization, providing a facile and practical way for the preparation of 1,2,4-oxadiazoles with simple operation, mild conditions, broad substrate scope, and high functional group compatibility.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
L. M. Mironovich, S. M. Ivanov, D. S. Koltun
Summary: The structures of two new compounds synthesized through single crystal X-ray diffraction were studied, and changes in molecular structure were observed upon cooling for one of the compounds. Bond lengths, torsion angles, and molecular packings in the crystals were discussed.
JOURNAL OF STRUCTURAL CHEMISTRY
(2021)
