Advanced Synthesis & Catalysis
Abstract. The use of halogen bonding interactions as an alternative to acid and metal catalysts for substrate activation has gained popularity in recent years. In this work we demonstrate a halogen bond assisted activation of chalcones under visible light irradiation for the Friedel-Crafts reaction with indole to yield β-indolylketones. The simple and...
A regioselective Markovnikov hydroarylation of arylcyclobutene has been developed using Brønsted acid catalysis through a protonation/Friedel-Crafts sequence. The metal-free catalytic reaction is operationally simple and feasible compared to previous reports that utilized elaborate arylcyclobutene and specific polyfluorinated reagents, affording a variety...
Decarbonylative and dehydrogenative cascade annulation of aldehydes with N-(o-cyanobiaryl)acrylamides have been developed for the synthesis of a broad spectrum of alkyl- and carbonyl-substituted pyrido[4,3,2-gh]phenanthridines. Secondary and tertiary aldehydes can undergo decarbonylative cascade under DTBP/malonic acid conditions, while aryl, primary...
Abstract Palladium-catalyzed conditions for diazidation or acetoxy/hydroxylation of N-allyl sulfonamides by using Pd(OAc)2 as the catalyst combined with Mn(OAc)3 ⋅ 2H2O have been developed. The 1,2-diazidation reaction of the carbon-carbon double bond occurs in mild conditions (i. e. NaN3 as azide source in THF at room temperature), whereas...
Abstract Complexes of borane with six-membered N-heterocyclic carbenes derived from readily accessible 1,3,5-triazinium salts are described. Similar to the widely used imidazolium-type borane complex, the obtained complexes behave as agents for the hydrogen atom transfer in the Giese reaction and as sources of the boryl radicals in addition...
Abstract In this manuscript a general photocatalytic approach for the synthesis of alkyl-substituted gem-difluoroalkenes using readily available oxime esters and 1-bromo-1,1-difluoroprop-2-ene (BDFP) has been established. This strategy involving a radical bromo elimination provides access to a large variety of value-added fluorinated molecules....
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