One-Pot Synthesis of Diazirines and 15N2-Diazirines from Ketones, Aldehydes and Derivatives: Development and Mechanistic Insight

Autor: Xavier Franck, Jean-François Lohier, Tony Tite, Quentin Ibert, Pierre-Yves Renard, Vincent Reboul, Thomas Glachet, Cyrille Sabot, Patricia Le Nahenec-Martel, Madeleine Cauwel

Publikováno v: Advanced Synthesis and Catalysis
Advanced Synthesis and Catalysis, Wiley-VCH Verlag, In press, ⟨10.1002/adsc.202100679⟩
Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2021, 363 (18), pp.4390-4398. ⟨10.1002/adsc.202100679⟩

International audience; Broad scope one-pot diazirine synthesis strategies have been developed using two different oxidants depending on the nature of the starting material. In all cases, an inexpensive commercial solution of ammonia (NH 3) in methan

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1519c3e0b0fa0358461a29fc37faba70
https://hal-normandie-univ.archives-ouvertes.fr/hal-03331796

Desymmetrization of Hepta-1,6-dien-4-ol by a Highly Stereo­selective Tandem Prins–Ritter Cyclization: Access to New THP Acetamides

Autor: Fabienne Fache, Béatrice Pelotier, Olivier Piva, Thomas Glachet

Publikováno v: Synthesis. 49:5197-5202

Prins–Ritter cyclization performed from hepta-1,6-dien-4-ol and various aldehydes, promoted by bismuth(II) triflate, afforded N-(tetrahydropyranyl)acetamides in moderate to high yields. Subsequent Wacker-type oxidation using Dess–Martin periodina

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::022ff7fe3d66cfd9b5e4b723422fffa9
https://doi.org/10.1055/s-0036-1588521

Terminal Diazirines Enable Reverse Polarization Transfer from

Autor: Guannan, Zhang, Johannes F P, Colell, Thomas, Glachet, Jacob R, Lindale, Vincent, Reboul, Thomas, Theis, Warren S, Warren

Publikováno v: Angewandte Chemie (International ed. in English). 58(32)

Diazirine moieties are chemically stable and have been incorporated into biomolecules without impediment of biological activity. The

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=pmid________::2da5c78792f04f1c75b7d9d002bf7a56
https://pubmed.ncbi.nlm.nih.gov/31168901

Terminal Diazirines Enable Reverse Polarization Transfer from 15 N 2 Singlets

Autor: Vincent Reboul, Johannes F. P. Colell, Guannan Zhang, Warren S. Warren, Thomas Theis, Jacob R. Lindale, Thomas Glachet

Publikováno v: Angewandte Chemie International Edition
Angewandte Chemie International Edition, Wiley-VCH Verlag, 2019, 58 (32), pp.11118-11124. ⟨10.1002/anie.201904026⟩

International audience; Diazirine moieties are chemically stable and have been incorporated into biomolecules without impediment of biological activity. The 15N2 labeled diazirines are appealing motifs for hyperpolarization supporting relaxation prot

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2162c4800419cae298168edd0a1394e8
https://hal-normandie-univ.archives-ouvertes.fr/hal-02173605

Mechanistic investigation of the NH-sulfoximination of sulfide. Evidence for λ

Autor: Jean-François, Lohier, Thomas, Glachet, Hamid, Marzag, Annie-Claude, Gaumont, Vincent, Reboul

Publikováno v: Chemical communications (Cambridge, England). 53(12)

We report a new procedure for the preparation of NH-sulfoximines from sulfides using PIDA as an oxidant and ammonium carbamate as the ammonia source. Excellent yields were obtained with a wide range of sulfides. The formation of acetoxy- and methoxy-

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=pmid________::5f96e551c8813ce36b4842069e2461d1
https://pubmed.ncbi.nlm.nih.gov/28133647