Gold-Catalyzed Access to Isophosphinoline 2-Oxides

Autor: Gabin Mwande-Maguene, Hooriye Boosaliki, Jean-Luc Pirat, Minh Loan Tran Do, Jacques Lebibi, David Virieux, Tahar Ayad, Mina Hariri, Nora Sechet, Karen-Pacelye Mengue Me Ndong, Geraud Chacktas, Fatemeh Darvish, A. R. Burilov
Přispěvatelé: Laboratoires de Substances Naturelles et de Synthèses Organométalliques (LASNSOM), Université des Sciences et Techniques de Masuku [Franceville, Gabon] (USTM), A.E. Arbuzov Institute of Organic and Physical Chemistry (IOPC), Kazan Scientific Centre of the Russian Academy of Sciences, Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM ICMMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Centre National de la Recherche Scientifique (CNRS)-Université de Montpellier (UM)-Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Institut de Chimie du CNRS (INC)
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Zdroj: Journal of Organic Chemistry
Journal of Organic Chemistry, American Chemical Society, 2021, 86 (11), pp.7813-7824. ⟨10.1021/acs.joc.1c00648⟩
ISSN: 0022-3263
1520-6904
DOI: 10.1021/acs.joc.1c00648⟩
Popis: Gold(I)-catalyzed reactions of electron-poor alkynes are still a challenging process. A straightforward synthesis of phosphorus-based heterocycles, namely, 2-phenyl 1H-isophosphinoline 2-oxides 1, is reported. The reaction used PPh3AuCl precatalyst in combination with triflic acid under microwave activation and afforded isophosphinoline 2-oxides 1 in moderate to quantitative yields through a fully regioselective 6-endo-dig hydroarylation cyclization, paving the way toward an effective synthesis of phosphorus heterocycles.
Databáze: OpenAIRE