Simple and Sustainable Iron-Catalyzed Aerobic C–H Functionalization of <i>N</i>,<i>N</i>‑Dialkylanilines

Iron­(III) chloride catalyzes the aerobic oxidation of tertiary anilines, including tetrahydroisoquinolines, to form reactive iminium ion intermediates that undergo Mannich reactions with silyloxyfurans, nitroalkanes, and other nucleophiles to give the corresponding butenolides, nitro compounds, and α-substituted tetrahydroisoquinolines, respectively, in good to excellent yields

Thermally Induced [3 + 2] Cycloaddition of Alkynyl-Tethered Diazoamides: Synthetic and Mechanistic Insights

A general and unprecedented thermally induced formal [3 + 2] cycloaddition has been developed that provides a general access to fused lactam derivatives in high to excellent yields with broad substrate scope. In comparison with the reported metal-catalyzed carbene/alkynyl metathesis, this is the only example in this area under catalyst-free conditions with excellent selectivity. Mechanistic studies indicate that the 3<i>H</i>-pyrazole is the key intermediate in this cascade reaction, which is confirmed spectroscopically for the first time

Thermally Induced [3 + 2] Cycloaddition of Alkynyl-Tethered Diazoamides: Synthetic and Mechanistic Insights

A general and unprecedented thermally induced formal [3 + 2] cycloaddition has been developed that provides a general access to fused lactam derivatives in high to excellent yields with broad substrate scope. In comparison with the reported metal-catalyzed carbene/alkynyl metathesis, this is the only example in this area under catalyst-free conditions with excellent selectivity. Mechanistic studies indicate that the 3<i>H</i>-pyrazole is the key intermediate in this cascade reaction, which is confirmed spectroscopically for the first time

Thermally Induced [3 + 2] Cycloaddition of Alkynyl-Tethered Diazoamides: Synthetic and Mechanistic Insights

A general and unprecedented thermally induced formal [3 + 2] cycloaddition has been developed that provides a general access to fused lactam derivatives in high to excellent yields with broad substrate scope. In comparison with the reported metal-catalyzed carbene/alkynyl metathesis, this is the only example in this area under catalyst-free conditions with excellent selectivity. Mechanistic studies indicate that the 3<i>H</i>-pyrazole is the key intermediate in this cascade reaction, which is confirmed spectroscopically for the first time

Straightforward Access to the [3.2.2]Nonatriene Structural Framework via Intramolecular Cyclopropenation/Buchner Reaction/Cope Rearrangement Cascade

A one-pot cascade process of benzyl enoldiazoacatates, initiated by dirhodium­(II)-catalyzed intramolecular cyclopropene formation, occurs via a subsequent Buchner reaction and Cope rearrangement to provide straightforward access to bicyclo[3.2.2]­nonatriene derivatives in high yields and selectivities

The Routledge International Handbook of Critical Positive Psychology [Introduction]

Francisco José Eiroa-Orosa has received funding from the European Union’s Framework Programme for Research and Innovation Horizon 2020 (2014–2020) under the Marie Sklodowska-Curie Grant Agreement No 654808

Vinylogous Reactivity of Enol Diazoacetates with Donor–Acceptor Substituted Hydrazones. Synthesis of Substituted Pyrazole Derivatives

A regiospecific synthesis of multifunctional pyrazoles has been developed from a cascade process triggered by Rh­(II)-catalyzed dinitrogen extrusion from enol diazoacetates with vinylogous nucleophilic addition followed by Lewis acid catalyzed cyclization and aromatization

Vinylogous Reactivity of Enol Diazoacetates with Donor–Acceptor Substituted Hydrazones. Synthesis of Substituted Pyrazole Derivatives

A regiospecific synthesis of multifunctional pyrazoles has been developed from a cascade process triggered by Rh­(II)-catalyzed dinitrogen extrusion from enol diazoacetates with vinylogous nucleophilic addition followed by Lewis acid catalyzed cyclization and aromatization

Cyclopentadiene Construction via Rh-Catalyzed Carbene/Alkyne Metathesis Terminated with Intramolecular Formal [3 + 2] Cycloaddition

A new type of intramolecular carbene cascade reaction of alkynyl-tethered styryl diazoesters is presented, which is terminated with a formal [3 + 2] cycloaddition to give the bicyclic cyclopentadiene derivatives in high yields and selectivity. Additionally, it was found that the β-H shift is the dominating process in the case of alkyl alkyne-tethered substrates

Substrate-Dependent Divergent Outcomes from Catalytic Reactions of Silyl-Protected Enol Diazoacetates with Nitrile Oxides: Azabicyclo[3.1.0]hexanes or 5-Arylaminofuran-2(3<i>H</i>)-ones

Dirhodium­(II)-catalyzed reactions of silyl-protected enol diazoacetates with nitrile oxides exhibit high nitrile oxide substituent dependence in the production rearrangement products via dipolar cycloaddition and either the Neber rearrangement or the Lossen rearrangement