Showing papers in "Organic Letters in 2014"
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TL;DR: A C-P bond and a C-C bond are formed in the synthesis of 6-phosphorylated phenanthridines starting with readily prepared 2-isocyanobiphenyls and commercially available P-radical precursors.
223 citations
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TL;DR: A copper-catalyzed alkylarylation of alkenes with simple alkanes was achieved, which not only provided an efficient method to prepare variousAlkyl-substituted oxindoles, but also represented a novel strategy for selective sp(3) C-H functionalization/C-C bond formation via a free-radical cascade process.
216 citations
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TL;DR: This method provided a general way to construct fluorinated 2-oxindoles from reaction with N-arylacrylamides via a proposed tandem radical cyclization process.
215 citations
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TL;DR: A practical and unified strategy has been described for the preparation of mono- and difluoromethylated phenanthridine derivatives using a visible-light-promoted alkylation and decarboxylation sequence from biphenyl isocyanides with ethyl bromofluoroacetate (EBFA) or ethylbromodifluoro acetate (EBDFA).
213 citations
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TL;DR: Photoredox-catalyzed vicinal chlorotrifluoromethylation of alkene is described, suggesting that the method could be feasible for late-stage modification in drug discovery.
212 citations
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TL;DR: A method for cobalt-catalyzed, aminoquinoline-directed ortho-functionalization of sp2 C–H bonds with alkenes has been developed and excellent functional group tolerance is observed.
208 citations
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TL;DR: The Rh(III)-catalyzed C-8 selective direct alkylation and alkynylation of quinoline N-oxides has been developed and demonstrates the synthetic utility of the N-oxide directing group as a stepping stone for remote C-H functionalized quinolines.
198 citations
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TL;DR: Iodine-catalyzed selective 2-arylsulfonyl indole formation from indoles and sodium sulfinates is disclosed.
177 citations
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TL;DR: A method for direct carbonylation of aminoquinoline benzamides has been developed andBenzoic and acrylic acid derivatives can be carbonylated by carbon monoxide affording imides in good yields.
176 citations
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TL;DR: A Cu-catalyzed intramolecular C-H amination for the synthesis of carbazoles has been developed and its mild oxidation aptitude enables the rapid and concise construction of heteroatom-incorporated carbazole core π-systems.
176 citations
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TL;DR: This protocol utilizes [18F]KF to access 18F-labeled electron-rich, -neutral, and -deficient aryl fluorides under a single set of mild conditions to access protected versions of two important radiotracers.
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TL;DR: A method for monotrifluoromethylthiolation of arenes via palladium-catalyzed directed C-H bond activation was described, and initial mechanistic studies disclosed that the turnover limiting step of the catalytic cycle did not involve C- H activation.
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TL;DR: A novel method for visible-light photoredox-catalyzed difluoromethylation of electron-rich N-, O-, and S-containingheteroarenes under mild reaction conditions is developed.
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TL;DR: The addition of Grignard reagents or organolithium reagents to the SO2-surrogate DABSO generates a diverse set of metal sulfinates, suitable for direct conversion to sulfone products.
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TL;DR: Under the optimized conditions using [Ru(bpy)3(PF6)2] as the photocatalyst, a wide range of substituted enecarbamates can readily be difunctionalized by means of various O, N, and C nucleophiles.
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TL;DR: A HKOCl-2 series of new fluorescent probes for hypochlorous acid (HOCl) detection in live cells is reported, which exhibit excellent selectivity, sensitivity, and chemostability toward HOCl.
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TL;DR: Ag2CO3-catalyzed difunctionalization of alkynes via a radical phosphonation and C-H functionalization tandem process was developed to synthesize various 3-phosphonated coumarins in moderate to high yields with high regioselectivity.
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TL;DR: The first example of silver-mediated oxidative aryltrifluoromethylthiolation of activated alkenes to produce valuable trifluors containing oxindoles was developed, providing a practical and easy-handling method to generate a F3CS(•) radical in the laboratory.
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TL;DR: Regioselective sulfenylation of imidazoheterocycles with thiophenols at room temperature is reported and N-chlorosuccinimide is promoted under metal-free conditions with a broad range of substrate scopes.
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TL;DR: A highly efficient method for the room temperature installation of alkyl amino motifs onto the ortho position of anilines via Cu-catalyzed carboxamide-directed amination with alkylamines is described and a single electron transfer (SET)-mediated mechanism is proposed.
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TL;DR: In this article, a new air-stable nickel precatalyst for C-N cross-coupling is reported, which is compatible with a weak base, allowing the amination of substrates containing base-sensitive functional groups.
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TL;DR: A nitrile-based template attached with a phenylacetic acid framework promoted meta-selective C-H bond olefination and the versatility of this operationally simple method has been demonstrated through drug diversification.
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TL;DR: A copper-catalyzed free-radical cascade cyclization of isocyanides with simple alkanes and alcohols was developed, which allowed convenient access to various alkyl-substituted phenanthridines.
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TL;DR: Under the optimized conditions using [Ru(bpy)3(PF6)2] as the photocatalyst and Umemoto's reagent as the CF3 source, a wide range of substituted styrenes as well as various activated and nonactivated alkenes can readily be difunctionalized, affording β-trifluoromethylated azides or amines in good yields.
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TL;DR: A copper-mediated C-S/N-S bond-forming reaction via C-H activation that uses elemental sulfur has been developed, providing efficient and practical access to benzoisothiazolones.
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TL;DR: The first example of a metal-free direct carbotrifluoromethylation of alkenes using inexpensive TMSCF3 as the CF3 source is described.
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TL;DR: This novel methodology provides an efficient approach to vicinal amino azides which can easily be transformed into other valuable amine derivatives.
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TL;DR: Electron spin resonance (ESR) studies indicate that atom-transfer processes are involved in this system and this strategy allows highly selective access to a variety of CF(3)-containing oxindoles and pyrrolidines.
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TL;DR: The transformation has demonstrated for the first time that Cu(OAc)2 can be renewable after undergoing an oxidative reaction, and offers a highly efficient approach to the 3-methyleneisoindolin-1-one scaffold.
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TL;DR: The red-shifted telluride version of the annulated BODIPY selenide product was found to be sensitive and selective for hypochlorite detection, reversible upon treatment with biothiols.