Topic
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: This method is also applicable to the preparation of 2,3-dihydro-4H-pyran-4-ones and the substituted 3(2H)-furanones in 55-94% yields.
Abstract: The combination of (p-CF3C6H4)3PAuCl and AgOTf generates a powerful catalyst for the intramolecular cyclizations of readily available γ-hydroxyalkynones under mild conditions. The substituted 3(2H)-furanones are obtained in 55−94% yields. This method is also applicable to the preparation of 2,3-dihydro-4H-pyran-4-ones.
61 citations
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TL;DR: In this paper, the stereospecific introduction of three stereo centers was proposed for allylamines possessing a properly positioned aldoxime or ketoxime chain undergo thermally induced dipolar cycloaddition to bicylic isoxazolidines.
61 citations
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TL;DR: Preliminary theoretical calculations uncovered previously unsuspected mechanistic possibilities based on either a concerted pallada-ene-like rearrangement or a stepwise process involving zwitterionic intermediates.
Abstract: Readily accessible alk-5-enylidenecyclopropanes undergo [3 + 2] intramolecular cycloaddition reactions upon treatment with appropriate palladium complexes. The method allows the rapid and efficient assembly of a variety of bicyclo[3.3.0]octane systems with up to three stereocenters. Preliminary theoretical calculations uncovered previously unsuspected mechanistic possibilities based on either a concerted pallada-ene-like rearrangement or a stepwise process involving zwitterionic intermediates.
61 citations
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TL;DR: The intramolecular inverse-electron-demand Diels-Alder reaction between imidazoles and 1,2,4-triazines linked by a trimethylene tether proceed in excellent yields to produce 1, 2,3,4, 5-tetrahydro-1,5-naphthyridines.
Abstract: The intramolecular inverse-electron-demand Diels-Alder reaction between imidazoles and 1,2,4-triazines linked by a trimethylene tether from the imidazole N1 position to the triazine C3 proceed in excellent yields to produce 1,2,3,4-tetrahydro-1,5-naphthyridines. The reaction proceeds by a cycloaddition with subsequent loss of nitrogen, followed by a presumed stepwise loss of a nitrile. The analogous intramolecular cycloadditions employing a tetramethylene tether also proceeded to give 2,3,4,5-tetrahydro-1H-pyrido[3,2-b]azepines in acceptable yields. The reaction to produce the tetrahydro-1,5-naphthyridines can also be promoted with microwave irradiation.
61 citations
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TL;DR: A variety of carbenes can be synthesized starting from a single carbene precursor, which should open the way not only to a detailed study of the mechanism, but also to the subsequent improvement of catalytic reactions that involve carbene-transition metal complexes.
Abstract: An (amino)(phosphino) carbene can be transformed into (amino)(phosphonio) carbenes, which undergo nucleophilic intermolecular as well as intramolecular substitution reactions at the carbene center A variety of carbenes can be synthesized starting from a single carbene precursor The resulting gamut of electronic and steric effects possible should open the way not only to a detailed study of the mechanism, but also to the subsequent improvement of catalytic reactions that involve carbene-transition metal complexes
61 citations