Topic
Annulation
About: Annulation is a research topic. Over the lifetime, 10152 publications have been published within this topic receiving 189701 citations.
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TL;DR: An overview of the recent advances in ylide [4 + 1] annulations is presented by highlighting their product diversity, selectivity and applicability, and the mechanistic rationale is presented when possible.
Abstract: Over the past few decades, ylide chemistry has been significantly extended to an area beyond olefination and small ring formation, among which ylide [4 + 1] annulation has been extensively explored, and five-membered ring structures, such as dihydrofurans, isoxazolines, pyrrolines, indoles, dihydropyrazoles and cyclopentenones, can be readily constructed through this type of transformation. An overview of the recent advances in this field is presented herein. Ylide [4 + 1] annulations are reviewed by highlighting their product diversity, selectivity and applicability, and the mechanistic rationale is presented when possible.
85 citations
TL;DR: Cyclisation [3+2] d'allenylsilanes avec des aldehydes (obtention de dihydro-2,3 furannes) ou des equivalents de N-acylimines (ethoxy-6 piperidone, ethoxy-5 pyrrolidone-2) derives d'ethoxy3 phtalimide, N-t-butoxymethylbutyramide) (Obtention of lactames derives d"indolizines, pyrro [1,
Abstract: Cyclisation [3+2] d'allenylsilanes avec des aldehydes (obtention de dihydro-2,3 furannes) ou des equivalents de N-acylimines (ethoxy-6 piperidone-2, ethoxy-5 pyrrolidone-2, derives d'ethoxy-3 phtalimide, N-t-butoxymethylbutyramide) (Obtention de lactames derives d'indolizines, pyrrolizines et pyrrolo [1,2-a] isoindoles et de propionyl-1 pyrrolines-2)
85 citations
TL;DR: The procedure exhibited good functional group tolerability, scalability, and regioselectivity, obviating the need for oxidants, and only environmentally benign N2 and H2O were released.
Abstract: Reported herein is a Rh-catalyzed redox-neutral annulation of primary benzamides with diazo compounds, representing an efficient and economic protocol to isoquinolinones. The procedure exhibited good functional group tolerability, scalability, and regioselectivity, obviating the need for oxidants, and only environmentally benign N2 and H2O were released. Further utilization of the method provided an alternative route to functionalized isoquinolines.
85 citations
85 citations
TL;DR: A wide range of both cis- and trans-3,4-dihydroisoquinolinones is expediently synthesized in a highly atom-economical manner, and mechanistic studies unraveled a tandem mode of action between rhenium and magnesium in the catalytic cycles.
Abstract: A rhenium-magnesium cocatalyzed [4+2] annulation of benzamides and alkynes via C-H/N-H functionalization is described. The reaction features a divergent and high level of diastereoselectivities, which are readily switchable by subtle tuning of reaction conditions. Thus, a wide range of both cis- and trans-3,4-dihydroisoquinolinones is expediently synthesized in a highly atom-economical manner. Moreover, mechanistic studies unraveled a tandem mode of action between rhenium and magnesium in the catalytic cycles.
85 citations