Photoredox-catalyzed intramolecular cyclopropanation of alkenes with α-bromo-β-keto esters
TLDR
In this article, a mild photoredox-catalyzed intramolecular cyclopropanation of alkenes with α-bromo-β-keto esters in an aqueous medium was developed.Abstract:
A mild photoredox-catalyzed intramolecular cyclopropanation of alkenes with α-bromo-β-keto esters in an aqueous medium was developed. The sequential reaction process comprising the intramolecular radical addition of α-bromo-β-keto esters to olefins under photoredox catalysis, and subsequent cyclization to form cyclopropane proceeds in one-pot under exceptionally mild conditions at room temperature in the presence of 2,6-lutidine. A broad range of substrates consisting of various alkenes and both base- and acid-sensitive functionalized esters were feasible under the reaction conditions, resulting in a wide range of functionalized bicyclic cyclopropanes.read more
Citations
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Phenylphenothiazine-Based Porous Organic Polymers as Visible-Light Heterogeneous Photocatalysts for Switchable Bromoalkylation and Cyclopropanation of Unactivated Terminal Alkenes
TL;DR: In this article , the design and synthesis of porous organic polymers based on N-phenylphenothiazine (PTH), which typically requires ultraviolet-light irradiation, as a class of purely organic, stable, and reusable visible-light heterogeneous photocatalysts was reported.
Journal ArticleDOI
Intermolecular Organophotocatalytic Cyclopropanation of Unactivated Olefins
TL;DR: Intermolecular cyclopropanation of mono-, di-, and trisubstituted olefins with α-bromo-β-ketoesters and α-βromomalonates under organophotocatalysis is reported in this paper.
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Visible‐Light‐Mediated Cyclopropanation: Recent Progress
Zele Chen,Yangla Xie,Jun Xuan +2 more
TL;DR: In this article , the authors summarize recent advances in the visible light-mediated cyclopropane synthesis, especially in photochemical cycloproanation using carbene transfer strategy and photocatalytic radical cyclop-anation reactions.
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Base-Promoted Intramolecular Addition of Vinyl Cyclopropanecarboxamides to Access Conformationally Restricted Aza[3.1.0]bicycles
TL;DR: In this article , a base-promoted intramolecular addition of alkenes used to deliver conformationally restricted highly substituted aza[3.1.0]bicycles is reported.
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TL;DR: This review will focus mainly on the new methods that have appeared in the literature since 1989 for stereoselective cyclopropanation reactions from olefins: the halomethylmetal-mediated cycloalkane reactions, the transition metal-catalyzed decomposition of diazo compounds, and the nucleophilic addition-ring closure sequence.
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