Article
Chemistry, Organic
Jie Zheng, Shu-Yu Meng, Quan-Rui Wang, Jing-Mei Wang
Summary: Novel annulated azaheterocycles have been synthesized, showing antimicrobial activity against Staphylococcus aureus and potentially exerting antibiotic effects through DNA gyrase inhibition. The compounds were obtained through specific reactions and DFT calculations were used to further confirm the reaction mechanism.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Joseph Yount, Matthias Zeller, Edward F. C. Byrd, Davin G. Piercey
Summary: The novel energetic material DNDAABT was synthesized via mixed acid nitration of electrochemically generated TAABT, with various energetic salts also prepared and characterized. Despite predictions of low sensitivities, DNDAABT and its salts showed primary explosive sensitivities with relatively high thermal stabilities for primary N-nitramines.
INORGANIC CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Olcay Bekircan, Ozkan Danis, Mehmet Eren Sahin, Mert Cetin
Summary: This study reports the design, synthesis, and characterization of a series of 3,5-diphenyl-1,2,4-triazole substituted [1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives as selective hMAO-B inhibitors. Compound 42e and 42h exhibited the highest inhibitory activity against hMAO-B.
BIOORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Kaikai Wang, Rong Zeng
Summary: This study presents a photoinduced iron catalysis that efficiently cleaves C-C bonds and brominates or iodinates unstrained tertiary cycloalkanols using NBS/NIS. The reaction demonstrates good functional group tolerance and high yields under mild conditions, providing a powerful tool for the synthesis of remote halogenated alkyl ketones. The resulting products can be further converted to valuable molecules through nucleophilic substitution or cross-coupling reactions.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Multidisciplinary
Ronghua Xu, Zhenhua Gao, Yiteng Yu, Yehua Tang, Duanshuai Tian, Tian Chen, Yibing Chen, Guangqing Xu, Enxue Shi, Wenjun Tang
Summary: A practical and cost-effective synthetic method using chiral diphenyl-2-pyrrolidinemethanol as the auxiliary has been developed to synthesize P-chiral diarylalkyl, aryldialkyl, and triaryl phosphine oxides, effectively addressing the long-standing issue of racemization during solvolysis.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Zheng Cui, Qiu-Shui Mu, Xiang Gao, Guo-Xin Jin
Summary: In this study, we successfully constructed chiral [3]catenane and [2]catenane using coordination-driven self-assembly. By adjusting the steric hindrance of the amino acid residues in the ligand, we were able to control the chirality of the resulting molecular catenanes.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Environmental Sciences
Zhiyong Liu, Kai Dang, Junhong Gao, Peng Fan, Cunzhi Li, Hong Wang, Huan Li, Xiaoni Deng, Yongchao Gao, Airong Qian
Summary: This study predicts the toxicity of 1,2,4-triazole derivatives using QSTR and iQSTTR models, and finds that the models perform well in predicting toxicity. The orally administered mice model is identified as the best model among the six species. All models are validated internally and externally and meet the validation criteria.
ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY
(2022)
Review
Chemistry, Organic
Sayed M. Riyadh, Tariq Z. Abolibda, Abdelwahed R. Sayed, Sobhi M. Gomha
Summary: This review presents recent progress in the synthesis of triazoles and their fused derivatives, as well as their applications in the field of pharmaceuticals. Triazoles can serve as important building blocks for the construction of other heterocyclic compounds and exhibit diverse biological activities.
CURRENT ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Daiki Tomon, Satoru Arimitsu
Summary: The acetyl group of chiral α-fluorinated dicarbonyl compounds was converted to nonaflates through a reaction with perfluorobutanesulfonyl fluoride in the presence of DBU, with yields ranging from 82% to 95%. These nonaflates were used in Suzuki and Sonogashira coupling reactions to produce chiral tertiary allylic fluorides with gem-disubstituted terminal alkenes and excellent optical purities (45-91%, ≥94% ee). Additionally, chiral tertiary propargylic fluorides were obtained from the reaction of nonaflates with DBU (73-86%, ≥94% ee).
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Sierra C. Nguyen, Allen Y. Hong
Summary: A new two-step method for the preparation of annulated 1,2,4-triazoles has been developed, showing the incorporation of various annulated ring sizes into the resulting polycyclic triazoles.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Multidisciplinary
A. Satyanarayana Reddy, V. Krishna Reddy, G. Nageswara Rao, K. Basavaiah, Kalyan C. Nagulapalli C. Venkata
Summary: We developed a novel one-pot strategy to synthesize biologically important 1,2,4-triazole motifs from easily accessible starting materials. This strategy allows the synthesis of natural penipanoid A and its analogues in a single step.
Article
Chemistry, Organic
Rui Jiang, Yangxiu Mu, Jing Hou, Yaya Wan, Yu Hong, Zhixiang Yang, Dong Tang
Summary: A KI-mediated electrochemical method has been developed to synthesize trisubstituted 1,2,4-triazoles from readily available hydrazones and amidine derivatives. The method provides various aryl and alkyl 1,2,4-triazoles in moderate to good yields with good functional-group tolerance and without the need for any chemical oxidants in an undivided cell.
Review
Chemistry, Organic
Daiana Portella Franco, Lucas Caruso, Nathalia Fonseca Nadur, Thiago Moreira Pereira, Renata Barbosa Lacerda, Arthur Eugen Kummerle
Summary: Triazoles are five-membered aromatic heterocyclics with two isosteric forms, widely used in medicinal, agricultural, supramolecular, and materials sciences. This review focuses on the recent applications of microwave-assisted organic synthesis in the synthesis and endfunctionalization of various triazole derivatives. Previous reviews have not fully explored the relevance of MAOS techniques in obtaining and modifying these compounds.
CURRENT ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Yuta Miyamoto, Arihiro Iwasaki, Haruka Fujimura, Chihiro Kudo, Naoaki Kurisawa, Osamu Ohno, Kiyotake Suenaga
Summary: Caldorazole, a novel polyketide, was isolated from a marine cyanobacterium in 2022. Despite lacking chiral centers, it exhibits potent inhibitory activity against mitochondrial respiratory chain complex I. To study its structure-activity relationship, we accomplished the first total synthesis of caldorazole using a convergent synthetic route, aiming to establish a method for obtaining caldorazole without relying on biological resources.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Muxing Zhou, Tatiana Gridneva, Zhenfeng Zhang, Ende He, Yangang Liu, Wanbin Zhang
Summary: This study presents an efficient route for the synthesis of chiral phthalidyl ester prodrugs using a chiral bicyclic imidazole organocatalyst and a continuous injection process. Computational studies suggest a general base catalytic mechanism different from the widely accepted nucleophilic catalytic mechanism. Analysis of key transition states reveals that CH-pi interactions, rather than previously considered cation/pi-pi interactions, play a dominant role in stereocontrol.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
