The Hg(II)-specific intramolecular cyclization reaction of ethynyl phenols was carried out for the first time in semiaqueous media at ambient temperature. The reaction unit (ethynyl phenol) was coupled with a malononitrile derivative (signal unit), which afforded the chromogenic Hg(II) indicator 7. The reaction of the chromogenic Hg(II) indicator 7 was further optimized in DMSO/water (3:7, v/v) (10 mM PBS buffer, pH = 7.0). Compound 7 displays a color change from blue to pale yellow in the presence of Hg(II).
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http://dx.doi.org/10.1021/ol4000873 | DOI Listing |
Inorg Chem
January 2025
School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China.
Zwitterionic energetic materials offer a unique combination of high performance and stability, yet their synthesis and stability enhancement remain key challenges. In this study, we report the synthesis of a highly stable (dinitromethyl-functionalized zwitterionic compound, 1-(amino(iminio)methyl)-4,5-dihydro-1H-pyrazol-5-yl)dinitromethanide (), with a thermal decomposition temperature of 215 °C, surpassing that of most previously reported energetic monocyclic zwitterions ( < 150 °C). This compound was synthesized via intramolecular cyclization of a trinitromethyl-functionalized hydrazone precursor.
View Article and Find Full Text PDFOrg Lett
January 2025
School of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China.
An iron(III)-mediated nucleophilic cascade cyclization of -propiolyl enamides with various diselenides was developed, which provides an efficient way to construct seleno-heterocycles. A mechanism study shows that the cascade process involves the selective addition of diselenides to the C≡C bond generating a seleniranium ion, followed by an intramolecular nucleophilic attack of enaminic carbon of tertiary enamide. Utilizing this protocol, a variety of 3-seleno-2-pyridones were successfully synthesized featuring good functional group compatibility and simple operation.
View Article and Find Full Text PDFJ Org Chem
January 2025
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000 Gansu, P. R. China.
The asymmetric total syntheses of sarglamides A, C, and E in concise and protecting group free fashion is disclosed. Key steps involve an -selective Diels-Alder reaction to construct the bicyclo[2.2.
View Article and Find Full Text PDFChem Commun (Camb)
January 2025
College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. China.
Herein, we developed a silane-promoted cycloaddition of thiobenzhydrazides with carbon dioxide leading to 1,3,4-thiadiazol-2(3)-ones. This procedure involves sequential -silylation and fixation of carbon dioxide toward a hydrazine formyl intermediate, followed by intramolecular nucleophilic cyclization and aromatization. A series of functional groups are well-tolerated under this procedure.
View Article and Find Full Text PDFOrg Lett
January 2025
Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal By-pass Road, Bhauri, Bhopal 462066, India.
The successful implementation of a cascade reaction involving a cyclobutyl unit has posed a significant challenge in achieving ring-retentive functionalization because of the ring's sacrificial tendency. Herein, we have accomplished a cinchona-derived squaramide-catalyzed cascade reaction sequence, encompassing the desymmetrization of cyclobutanone, followed by an aldol reaction and, subsequently, a 1,4-addition step. This overall process offers a viable strategy to access architecturally fascinating oxa-spirocycles fused with cyclobutanone motifs in good yields with high optical purity.
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