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Intramolecular Schmidt Reaction of Vinyl Azides with Cyclic Ketones

Organic Letters, 2018
Cyclic ketones tethered with a vinyl azide group undergo a Schmidt-hydrolysis sequence to give secondary lactams bearing a ketone side chain. Secondary lactams are obtained in a regioselective manner that is not possible in a conventional Schimdt reaction.
Peng Chen   +6 more
openaire   +2 more sources

Highly Selective Visible-Light-Induced Cascade Cyclization of Vinyl Sulfoxonium Ylides with Azides: A Novel Synthetic Approach to Trisubstituted Furans

Organic Chemistry Frontiers
A simple protocol for the synthesis of trisubstituted furans via visible-light-driven regioselective cascade cyclization of vinyl sulfoxonium ylides with azides has been achieved.
Jia-Huan Cui   +5 more
semanticscholar   +1 more source

Electrochemically Enabled [3 + 2] Cycloaddition of Alkenes with Vinyl Azides: Direct Access to 2,4,5-Trisubstituted 1-Pyrrolines.

Organic Letters
Electrosynthesis provides an efficient route for the construction of heterocyclic compounds. Herein, we report an electrochemically promoted [3 + 2] cycloaddition of alkenes with vinyl azides under mild conditions.
Shaoxiong Yang   +8 more
semanticscholar   +1 more source

Quantifying the enamine-type nucleophilic reactivity of α-aryl vinyl azides.

Chemical Communications
Analyzing the kinetics of the reactions of α-aryl-substituted vinyl azides (VA) with benzhydrylium ions by using the relationship lg k2(20 °C) = sN(N + E) quantified the nucleophilic reactivity of VA in dichloromethane and Cyrene™.
Prabaharan Thiruvengetam   +4 more
semanticscholar   +1 more source

Lewis Acid-Catalyzed Switchable Functionalization of C,N-Cyclic Ketimines with Vinyl Azides: Access to Diverse C(2)-Alkylated Pseudoindoxyls.

Journal of Organic Chemistry
Herein, a divergent coupling of indole-derived C,N-cyclic ketimines with vinyl azides is described for the synthesis of structurally diverse C(2)-alkylated pseudoindoxyls, especially α-indoxylacetamides, ketones, and acetonitrile derivatives.
Ashitosh Baruah   +4 more
semanticscholar   +1 more source

Asymmetric catalytic alkylation of vinyl azides with 3-bromo oxindoles: water-assisted chemo- and enantiocontrol

Science China Chemistry, 2023
Ziwei Zhong   +5 more
semanticscholar   +1 more source

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