Brønsted acid-catalyzed hydroarylation of activated olefins

A mild, regiospecific Brønsted acid-catalyzed hydroarylation of activated olefins, capable of the formation of quinone methide-like intermediates, has been investigated. Variously substituted 2- and 4-vinylphenols, 4-vinylaniline or 6-vinyl-naphthalen-2-ol were successfully implemented in a sequential protonation and Friedel–Crafts-type alkylation reaction of electron-rich arenes

Sustainable strategies for the transition metal-catalyzed direct functionalization of C-H and C-O bonds

This thesis summarizes the development of new transformations for the transition metal-catalyzed introduction of carbon monoxide and alternative C1-building blocks through the direct functionalization of C−H and C−O bonds. The developed methodologies provide novel opportunities for the implementation of functional groups and thus expand the molecular space of organic building block synthesis

Translation by Joseph Szanto of Kotla\u27n, Sa\u27ndor and Pospech, La\u27szlo\u27. 1934. A ha\u27zinyul coccidiosisa\u27nak ismerete\u27hez. Egyu\u27j \u3ci\u3eEimeria\u3c/i\u3e-faj (\u3ci\u3eEimeria piriformis\u3c/i\u3e sp. n.) ha\u27zinyulbo\u27l [= Coccidiosis of domestic rabbit: A new \u3ci\u3eEimeria\u3c/i\u3e species (\u3ci\u3eEimeria piriformis\u3c/i\u3e sp. n.)]. \u3ci\u3eA\u27llatorvosi Lapek\u3c/i\u3e 57(15): 215-217

Translation number 5, College of Veterinary Medicine, University of Illinois, Urbana, Illinois, United States, January 19, 1961 (notated JS:d) Translation by Joseph Szanto of Kotla\u27n, Sa\u27ndor and Pospech, La\u27szlo\u27. 1934. A ha\u27zinyul coccidiosisa\u27nak ismerete\u27hez. Egyu\u27j Eimeria-faj (Eimeria piriformis sp. n.) ha\u27zinyulbo\u27l [= Coccidiosis of domestic rabbit: A new Eimeria species (Eimeria piriformis sp. n.)]. A\u27llatorvosi Lapek 57(15): 215-217 Translation by Joseph Szanto of Kotlan, Sandor and Pospech, Laszlo. 1934. A hazinyul coccidiosisanak ismeretehez. Egyuj Eimeria-faj (Eimeria piriformis sp. n.) hazinyulbol [= Coccidiosis of domestic rabbit: A new Eimeria species (Eimeria piriformis sp. n.)]. Allatorvosi Lapek 57(15): 215-21

Using Parahydrogen Induced Polarization to Study Steps in the Hydroformylation Reaction.

A range of iridium complexes, Ir(η3-C3H5)(CO)(PR2R’)2 (1a-1e) [where 1a, PR2R’ = PPh3, 1b P(p-tol)3, 1c PMePh2, 1d PMe2Ph and 1e PMe3] were synthesized and their reactivity as stoichiometric hydroformylation precursors studied. Para-hydrogen assisted NMR spectroscopy detected the following intermediates: Ir(H)2(η3-C3H5)(CO)(PR2R’) (2a-e), Ir(H)2(η1-C3H5)(CO)(PR2R’)2 (4d-e), Ir(H)2(η1-C3H5)(CO)2(PR2R’) (10a-e), Ir(H)2(CO-C3H5)(CO)2(PR2R’) (11a-c), Ir(H)2(CO-C3H7)(CO)2(PR2R’) (12a-c) and Ir(H)2(CO-C3H5)(CO)(PR2R’)2 (13d-e). Some of these species exist as two geometric isomers according to their multinuclear NMR characteristics. The NMR studies suggest a role for the following 16 electron species in these reactions: Ir(η3-C3H5)(CO)(PR2R’), Ir(η1-C3H5)(CO)(PR2R’)2, Ir(η1-C3H5)(CO)2(PR2R’), Ir(CO-C3H5)(CO)2(PR2R’), Ir(CO-C3H7)(CO)2(PR2R’) and Ir(CO-C3H5)(CO)(PR2R’)2. Their role is linked to several 18 electron species in order to confirm the route by which hydroformylation and hydrogenation proceeds

Rhodium-catalysed alkoxylation/acetalization of diazo compounds:One-step synthesis of highly functionalised quaternary carbon centres

An intermolecular tandem reaction for the rapid build-up of densely functionalised α-alkoxy-β-oxo-esters has been developed.</p

Nickel-Catalyzed Dearomative trans-1,2-Carboamination

We describe the development of an arenophile-mediated, nickel-catalyzed dearomative trans-1,2-carboamination protocol. A range of readily available aromatic compounds was converted to the corresponding dienes using Grignard reagents as nucleophiles. This strategy provided products with exclusive trans-selectivity and high enantioselectivity was observed in case of benzene and naphthalene. The utility of this methodology was showcased by controlled and stereoselective preparation of small, functionalized molecules

Dearomative dihydroxylation with arenophiles

Aromatic hydrocarbons are some of the most elementary feedstock chemicals, produced annually on a million metric ton scale, and are used in the production of polymers, paints, agrochemicals and pharmaceuticals. Dearomatization reactions convert simple, readily available arenes into more complex molecules with broader potential utility, however, despite substantial progress and achievements in this field, there are relatively few methods for the dearomatization of simple arenes that also selectively introduce functionality. Here we describe a new dearomatization process that involves visible-light activation of small heteroatom-containing organic molecules-arenophiles-that results in their para-cycloaddition with a variety of aromatic compounds. The approach uses N-N-arenophiles to enable dearomative dihydroxylation and diaminodihydroxylation of simple arenes. This strategy provides direct and selective access to highly functionalized cyclohexenes and cyclohexadienes and is orthogonal to existing chemical and biological dearomatization processes. Finally, we demonstrate the synthetic utility of this strategy with the concise synthesis of several biologically active compounds and natural products