Organophosphorus chemistry: from model to application

• György Keglevich

Beilstein J. Org. Chem. 2023, 19, 89–90, doi:10.3762/bjoc.19.8

• -phosphaindolizine derivatives, with butadiene has been calculated by Bansal and co-workers using DFT [5]. Therein, the dienophilic reactivity of the N=P and P=C units of the heterocycles was in accordance with the experimental observations. Additionally, a novel triferrocenyl trithiophosphite was synthesized and

Dienophilic reactivity of 2-phosphaindolizines: a conceptual DFT investigation

• Nosheen Beig,
• Aarti Peswani and
• Raj Kumar Bansal

Beilstein J. Org. Chem. 2022, 18, 1217–1224, doi:10.3762/bjoc.18.127

• dienophiles and undergo Diels–Alder reactions with 1,3-dienes. However, the dienophilic reactivity is affected by the nature of the substituent groups on the two sides of the σ2,λ3-P atom and also by the presence of more nitrogen atom(s) in the five-membered ring. The conceptual density functional theory (DFT

• reactivities observed experimentally. Furthermore, energies and symmetries of the lowest unoccupied molecular orbitals (LUMO) of 2-phosphaindolizines were found to be in conformity with their dienophilic reactivities. Keywords: dienophilic reactivity; electronic chemical potential; electrophilicity index

Reactions of 3-aryl-1-(trifluoromethyl)prop-2-yn-1-iminium salts with 1,3-dienes and styrenes

• Thomas Schneider,
• Michael Keim,
• Bianca Seitz and
• Gerhard Maas

Beilstein J. Org. Chem. 2020, 16, 2064–2072, doi:10.3762/bjoc.16.173

• –Alder reaction of 1-CF3-substituted propyn-1-iminium salt 1a with cyclopentadiene was carried out in order to assess the dienophilic reactivity of the cation. High conversion into cycloaddition product 2 was observed already within one hour at 0 °C. Because of its high hydrolytic lability, adduct 2 was

• -(trifluoromethyl)-9H-fluorenes, compounds containing a 9-(trifluoromethyl)-9H-fluoren-9‑ol partial structure can be found in the patent literature [33][34][35], where they have been claimed for their pyruvate dehydrogenase kinase (PDHK) inhibitory activity. The remarkable dienophilic reactivity of 1-CF3

Asymmetric Diels–Alder reaction with >C=P– functionality of the 2-phosphaindolizine-η¹-P-aluminium(O-menthoxy) dichloride complex: experimental and theoretical results

• Rajendra K. Jangid,
• Nidhi Sogani,
• Neelima Gupta,
• Raj K. Bansal,
• Moritz von Hopffgarten and
• Gernot Frenking

Beilstein J. Org. Chem. 2013, 9, 392–400, doi:10.3762/bjoc.9.40

• -phosphaindolizines having an electron-withdrawing group (EWG) only at the 3-position (1b, Z = Me) failed to undergo DA reaction even on heating under reflux in toluene alone or in the presence of sulfur [18] (Scheme 1). It was demonstrated that the dienophilic reactivity of the >C=P– functionality of phosphinines