The synthesis of -heterocycles composes a significant part of synthetic chemistry. In this report, a Cu(II)-catalyzed green and efficient synthesis of pyrrolo[1,2-]quinoxaline, quinazolin-4-one, and benzo[4,5]imidazoquinazoline derivatives was developed, employing -dimethylethanolamine (DMEA) as a C1 synthon. Green oxidant O is critical in these transformations, facilitating the formation of a key intermediate─a reactive iminium ion. The method conducted under mild conditions is compatible with a diversity of functional groups, providing an appealing alternative to the previously developed protocols.
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http://dx.doi.org/10.1021/acs.joc.2c02079 | DOI Listing |
J Eur Acad Dermatol Venereol
June 2024
Department of Dermatology and Venereology, All India Institute of Medical Sciences, New Delhi, India.
Background: Bacterial vaginosis (BV) is a common clinical manifestation of a perturbed vaginal ecology associated with adverse sexual and reproductive health outcomes if left untreated. The existing diagnostic modalities are either cumbersome or require skilled expertise, warranting alternate tests. Application of machine-learning tools to heterogeneous and high-dimensional multi-omics datasets finds promising potential in data integration and may aid biomarker discovery.
View Article and Find Full Text PDFDrug Test Anal
December 2023
Center for Preventive Doping Research - Institute of Biochemistry, German Sport University Cologne, Cologne, Germany.
2-(Dimethylamino)ethan-1-ol (Deanol) is a widely produced chemical used by both industry and consumers in a variety of applications. Meclofenoxate, a stimulant classified on the World Anti-Doping Agency Prohibited List, metabolizes into deanol and, presumably, its main metabolite deanol-N-oxide. Hence, using liquid chromatography-tandem mass spectrometry, a quantitative detection method for deanol-N-oxide in urine was developed.
View Article and Find Full Text PDFJ Forensic Sci
November 2023
Nuclear and Chemical Sciences Division, Lawrence Livermore National Laboratory, Livermore, California, USA.
The benzylation of three low molecular weight N,N-disubstituted ethanolamines related to chemical warfare agents (CWAs) to furnish derivatives with improved gas chromatography-mass spectrometry (GC-MS) profiles is described. Due to their low molecular weight and polar nature, N,N-disubstituted ethanolamines are notoriously difficult to detect by routine GC-MS analyses during Organisation for the Prohibition of Chemical Weapons (OPCW) proficiency tests (PTs), particularly in scenarios when they are present at low levels (~1-10 ppm) amidst more abundant interferences. Our studies revealed that the optimal derivatization conditions involved the treatment of the ethanolamine with benzyl bromide in the presence of an inorganic base (e.
View Article and Find Full Text PDFJ Org Chem
November 2022
Institute of Advanced Studies and School of Pharmaceutical Sciences, Taizhou University, Jiaojiang, 318000 Zhejiang, Taizhou, China.
The synthesis of -heterocycles composes a significant part of synthetic chemistry. In this report, a Cu(II)-catalyzed green and efficient synthesis of pyrrolo[1,2-]quinoxaline, quinazolin-4-one, and benzo[4,5]imidazoquinazoline derivatives was developed, employing -dimethylethanolamine (DMEA) as a C1 synthon. Green oxidant O is critical in these transformations, facilitating the formation of a key intermediate─a reactive iminium ion.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
October 2022
Department of Bioproducts and Biosystems, Aalto University, 02150, Espoo, Finland.
Phthalocyanines are important organic dyes with a broad applicability in optoelectronics, catalysis, sensing and nanomedicine. Currently, phthalocyanines are synthetized in high boiling organic solvents, like dimethylaminoethanol (DMAE), which is a flammable, corrosive, and bioactive substance, miscible with water and harmful to the environment. Here we show a new solid-state approach for the high-yielding synthesis of phthalocyanines, which reduces up to 100-fold the amount of DMAE.
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