Chiral Phosphathiahelicenes: Improved Synthetic Approach and Uses in Enantioselective Gold(I)-Catalyzed [2 + 2] Cycloadditions of N -Homoallenyl Tryptamines

Autor: Angela Marinetti, Arnaud Voituriez, Xavier Guinchard, Valentin Magné, Youssouf Sanogo, Charles S. Demmer, Pascal Retailleau

Publikováno v: ACS Catalysis
ACS Catalysis, American Chemical Society, 2020, 10 (15), pp.8141-8148. ⟨10.1021/acscatal.0c01819⟩
ACS Catalysis, American Chemical Society, 2020, ⟨10.1021/acscatal.0c01819⟩

International audience; A chiral phosphathiahelicene scaffold displaying a phosphole and a thiophene unit as the terminal rings of the helical sequence has been synthesized and characterized by spectroscopic methods and X-ray diffraction studies. The

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::4e6bb896d1ef0a48d8e2642c92cd389d
https://hal.archives-ouvertes.fr/hal-03010211

Photochemical [2+2] Cyclization of Helical Phosphinamides in Solution and in the Solid State

Autor: Paul Aillard, Angela Marinetti, Charles S. Demmer, Arnaud Voituriez, Pascal Retailleau, Julie Febvay

Publikováno v: ChemPhotoChem. 1:535-538

Phosphole-based phosphahelicenes have been prepared which entail unprecedented phosphinamide functions. One of these diastereomeric phosphinamides displays an unusual propensity to intermolecular photochemical [2+2] cyclization leading to a bis phosp

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::9dbed3f632b40906d99ecb59194ff912
https://doi.org/10.1002/cptc.201700148

Phosphahelicenes with (Thio)Phosphinic Acid and Ester Functions by the Oxidative Photocyclisation Approach

Autor: Angela Marinetti, Charles S. Demmer, Julie Febvay, Pascal Retailleau, Arnaud Voituriez, Jeanne Crassous, Laura Abella, Jochen Autschbach

Publikováno v: Chemistry-A European Journal
Chemistry-A European Journal, Wiley-VCH Verlag, 2019, 25 (68), pp.15609-15614. ⟨10.1002/chem.201903750⟩
Chemistry-A European Journal, 2019, 25 (68), pp.15609-15614. ⟨10.1002/chem.201903750⟩

International audience; Phosphahelicenes with thiophosphinic acid and ester functions have been obtained via the oxidative photocyclisation of olefins bearing both a benzophenanthrene and a benzophosphole unit. When the method has been extended to ol

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7bced3b261bbd5503b9000259fe96cb7
https://hal.archives-ouvertes.fr/hal-02377389

Benzoxazoles and oxazolopyridines in medicinal chemistry studies

Autor: Charles S. Demmer, Lennart Bunch

Publikováno v: European Journal of Medicinal Chemistry. 97:778-785

The benzoxazole heterocycle is often found in ligands targeting a plethora of receptors and enzymes. By analysis of published X-ray structures, this review aims at highlighting key interactions which the benzoxazole may engage in with its host protei

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5389ad9c7535db33c937ec099dbc37fa
https://doi.org/10.1016/j.ejmech.2014.11.064

Revisiting the Quinoxalinedione Scaffold in the Construction of New Ligands for the Ionotropic Glutamate Receptors

Autor: David Rombach, Charles S. Demmer, Na Liu, Birgitte Nielsen, Darryl S. Pickering, Lennart Bunch

Publikováno v: ACS chemical neuroscience. 8(11)

More than two decades ago, the quinoxalinedione scaffold was shown to act as an α-amino acid bioisoster. Following extensive structure–activity relationship (SAR) studies, the antagonists DNQX, CNQX, and NBQX in the ionotropic glutamate receptor f

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::362a4573f97f70bde710fd32cc9163ea
https://pubmed.ncbi.nlm.nih.gov/28872835