Enantioselective synthesis of spirooxindole-pyran derivatives via a remote inverse-electron-demand Diels–Alder reaction of β,γ-unsaturated amides

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(16), P. 3198 - 3203

Published: Jan. 1, 2024

Novel construction methods for obtaining 3,4'-pyran spirooxindole heterocyclic skeletons have always been the focus of attention. Herein, we report a highly enantioselective inverse-electron-demand oxa-Diels-Alder cycloaddition reaction β,γ-unsaturated pyrazole amide and

Language: Английский

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Post-synthetic generation of nanomagnetized tetraaza-copper (II): as a novel heterogeneous catalyst for synthesis of fused N-heterocycles

Research on Chemical Intermediates, Journal Year: 2024, Volume and Issue: 50(3), P. 1371 - 1391

Published: Feb. 12, 2024

Language: Английский

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Organocatalytic Regio- and Enantioselective (3+3)-Annulation of 2-(4H-Benzo[d][1,3]oxazin-4-yl)acrylates with 2,4-Dihydro-3H-pyrazol-3-ones

Tetrahedron Chem, Journal Year: 2023, Volume and Issue: 8, P. 100048 - 100048

Published: Sept. 7, 2023

A chiral sulfonamide-phosphine catalyzed regio- and enantioselective (3 + 3)-annulation of 2-(4H-benzo[d][1,3]oxazin-4-yl)acrylates with 2,4-dihydro-3H-pyrazol-3-ones has been established, affording a wide range such 1,4,5,6-tetrahydropyrano [2,3-c]pyrazole-containing carboxylates in generally high yields (61–96%) diastereo- enantioselectivities (8:1->20:1 dr, 85–95% ee). Based on several control experiments, reaction mechanism was proposed. Importantly, the work represents first example using benzoxazinyl acrylates as three-atom synthons, which enriches chemistry acrylates.

Language: Английский

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Catalytically generated noncovalent ammonium dienolate: a versatile platform for the development of organocatalytic asymmetric cascade reactions

Science China Chemistry, Journal Year: 2024, Volume and Issue: 67(8), P. 2524 - 2546

Published: June 26, 2024

Language: Английский

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Six-membered ring systems: With O and/or S atoms

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 421 - 484

Published: Jan. 1, 2024

Language: Английский

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Diastereoselective Cascade Cyclization of Diazoimides with Alkylidene Pyrazolones for Preparation of Pyrazole-Fused Oxa-Bridged Oxazocines

Molecules, Journal Year: 2023, Volume and Issue: 28(20), P. 7021 - 7021

Published: Oct. 10, 2023

Under the catalysis of Rh2(OAc)4 (10 mol%) and binapbisphosphine ligand (±)-L3 (20 in DCE at 80 °C, cascade cyclization diazoimides with alkylidenepyrazolones underwent stereoselectively (dr > 20:1), affording pyrazole-fused oxa-bridged oxazocines reasonable chemical yields. The structure relative configuration title products were firmly identified by X-ray diffraction analysis.

Language: Английский

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Synthesis of Antimicrobial, Amino Pyrano [2, 3-c] Pyrazolone Carbonitrile Derivatives by Thiourea Catalyzed Hetero-Cyclization Reaction

International Journal of Science and Research (IJSR), Journal Year: 2023, Volume and Issue: 12(11), P. 1313 - 1317

Published: Nov. 5, 2023

Hetero Diels-Alder reaction for direct [4+2] cycloaddition between vinyl pyrazolone and conjugate amino alkene carbonitrile, catalyzed by thiourea derivatives in DMSO at room temperature gives pyrano[2, 3-c] derivatives.The newly synthesized compounds show antimicrobial activity against Gram positive bacteria (S. aureus B. subtilis), negative (P.aeruginosa E. coli) antifungal fungi (A.niger).

Language: Английский

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