A facile synthesis of α-carbonyl sulfones has been accomplished by the cross-coupling of α-aryl-α-diazoesters with sulfonyl hydrazides in the presence of CuI and DBU. The reaction employs inexpensive and bench stable sulfonyl hydrazides as a sulfonyl source, and facilitates the migratory insertion with α-aryl-α-diazoesters under mild reaction conditions.
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http://dx.doi.org/10.1039/d2ob02219b | DOI Listing |
Org Lett
January 2025
College of Chemistry and Chemical Engineering, Taiyuan University of Technology, 79 West Yingze Street, Taiyuan 030024, People's Republic of China.
A solvent-controlled unprecedented tandem reaction of readily accessible SeO, a wide variety of sulfonyl hydrazides, and alkynes has been established for the chemodivergent construction of structurally complex 1,2-bis(()-1-aryl-2-arylsulfonylvinyl)diselanes and bis(()-1-aryl-2-(arylsulfonyl)vinyl)selanes via a catalyst-free one-pot three-component approach, respectively. The adjustable and controlled synthetic strategy shows good yields and chemoselectivities for most substrates under mild and simple conditions.
View Article and Find Full Text PDFCommun Chem
November 2024
College of Pharmacy and Medicinal Research Center (MRC) Chungbuk National University, Cheongju, 28160, Republic of Korea.
Pyridazine derivatives hold significant interest due to their broad applications in pharmaceuticals and materials science, where they serve as valuable scaffolds for bioactive compounds and functional materials. Here, we report a formal [4 + 2] reaction for the synthesis of 5'-sulfonyl-4'-aryl-3-cyano substituted pyridazine compounds from the reaction between vinylogous enaminonitriles and sulfonyl hydrazides. The key features of our pyridazine synthesis include the transamidation of vinylogous enaminonitriles with sulfonyl hydrazide, radical sulfonylation of the resulting intermediate, and subsequent 6-endo-trig radical cyclization.
View Article and Find Full Text PDFChem Asian J
November 2024
Department of Chemistry, Laboratory of Organic Synthesis & Catalysis, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand, 247667, India.
The donor-donor carbene chemistry field is underdeveloped and often relies on harsh reaction conditions, utilizing either thermal or oxidative process with or without transition-metal catalysts. In this review, we discussed the synthesis and transformation of donor-donor diazo compounds from N-sulfonylhydrazones in the presence of light and base. The N-sulfonylhydrazones are easily accessible from the corresponding carbonyl compounds and sulfonyl hydrazides through condensation.
View Article and Find Full Text PDFSpectrochim Acta A Mol Biomol Spectrosc
March 2025
State Key Laboratory of Environment-friendly Energy Materials, School of Materials and Chemistry, Southwest University of Science and Technology, Mianyang 621010, PR China. Electronic address:
A Cr/ClO-enhanced fluorescent probe, DNS (5-(dimethylamino)-N'-(2-hydroxy-4,6-dimethoxybenzylidene)-naphthalene-1-sulfonyl hydrazide), with aggregation-induced emission (AIE) properties was synthesized using dansylhydrazide and 4,6-dimethoxysalicylaldehyde as starting materials. The probe rapidly and selectively detects Cr and ClO in a solvent system of HO/DMSO (2:8). Upon binding with Cr/ClO, the probe exhibits a significant fluorescence enhancement, with minimal interference from other ions.
View Article and Find Full Text PDFPolymers (Basel)
September 2024
CNR-Istituto di Scienze e Tecnologie Chimiche "Giulio Natta" (SCITEC), Via A. Corti 12, I-20133 Milano, Italy.
Some syndiotactic-rich polyolefins, generally difficult to synthesize through stereospecific polymerization of the corresponding monomers, were prepared by homogeneous non-catalytic hydrogenation of syndiotactic 1,2 poly(1,3-diene)s with diimide, arising from thermal decomposition of p-toluene-sulfonyl-hydrazide. All the polymers synthesized were structurally characterized by means of several analytical techniques, such as FT-IR, NMR (H, C and 2D), DSC, and GPC, and herein illustrated.
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