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Intramolecular reaction
About: Intramolecular reaction is a research topic. Over the lifetime, 5015 publications have been published within this topic receiving 138213 citations.
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TL;DR: In this article, three types of intramolecular amidoalkylation reactions of aromatics, two endotrigonal and one exotrigonal (I, II, III), leading to indolone, N-acylisoquinolines, isoquinolone and benzazepinone derivatives were studied.
49 citations
TL;DR: In this article, a ring-closing metathesis (RCM) method for the synthesis of coumarins was proposed, which allows for convenient access to a variety of cou marins substituted at both the 3 and 4 positions.
Abstract: Investigations into olefin ring-closing metathesis (RCM) have led to a general method for the synthesis of coumarins. Catalysts with higher activity, such as the second-gen- eration ruthenium catalyst, promote the intramolecular reaction between two-electron defi- cient olefins. This method allows for convenient access to a variety of coumarins substituted at both the 3- and 4-positions, as well as a tetrasubstituted example.
49 citations
TL;DR: The reaction of ethyl 2-ethynylphenylcarbamate derivative with alkenes in the presence of a palladium(II) catalyst, copper dichloride and tetrabutylammonium fluoride produced 2-substituted 3-ethenylindoles during refluxing.
Abstract: The reaction of ethyl 2-ethynylphenylcarbamate derivative with alkenes in the presence of a palladium(II) catalyst, copper dichloride and tetrabutylammonium fluoride (TBAF) produced 2-substituted 3-ethenylindoles during refluxing. The intramolecular cyclization reaction of ethyl 2-ethynylphenylcarbamates, which have an ethenyl part in the ethynyl group, was also used to produce carbazole derivatives.
49 citations
TL;DR: In this paper, the viability of cycloaddition of photochemically generated, 4-pyrone derived oxyallyl zwitterions and furans was examined as a potential approach to keto-bridged cyclooctenes.
Abstract: [4+3]-Cycloaddition of photochemically generated, 4-pyrone derived oxyallyl zwitterions and furans was examined as a potential approach to keto-bridged cyclooctenes. In one case, intermolecular cycloaddition proceeded to give adduct (3) with complete diastereoselectivity and in moderate yield, but the reaction was not general. Substrates 3-[ω-(2-furyl)alkyl]pyran-4-ones (5a-e) and 3-[ω-(2-furyl)alkoxy]pyran-4-ones (5h-i) were then prepared in one to three steps from either 3-methyl-4H-pyran-4-ones or 3-hydroxy-2-methyl-4H-pyran-4-one, and their viability in intramolecular [4+3]-cycloadditions was examined. Substrates (5a-e), in which the tether was attached to the incipient zwitterion via a carbon, underwent cycloaddition to give [4+3]-cycloadducts (7) and (8) in varying yields, along with small amounts of cage compound (9). In contrast, substrates (5f-i), in which the tether was attached to the incipient zwitterion via an oxygen, gave only solvent-trapping products furan-2-one derivatives (10f-i). In one case (5e), isomeric pyran-2-ones 11e/12e were produced in addition to [4+3]-cycloadducts (8e and 9e). Moreover, it was found that (11e) and (12e) both underwent subsequent photochemical crossed [4+4]-cycloadditions to give lactone-bridged cyclooctadienes 13e and 14e
49 citations
TL;DR: Bicycle enediones have been synthesized via inter-and intramolecular dicobaltoctacarbonyl-mediated cyclizations (Pauson-Khand reactions) of electron-deficient alkynones.
Abstract: Bicyclic enediones have been synthesized via inter- and intramolecular dicobaltoctacarbonyl-mediated cyclizations (Pauson-Khand reactions) of electron-deficient alkynones. Three transformations are most efficient when the reaction solvent is acetonitrile
49 citations