Journal ArticleDOI
Substitutions by nucleophilic free radicals: A new general reaction of heteroaromatic bases
TLDR
In this article, the substitution of protonated heteroaromatic bases by nucleophilic carbon-centered radicals has been developed as one of the most general reactions in the heterocyclic series; its great interest results from the fact that it reproduces most of the numerous aspects of the Friedel-Crafts aromatic substitution, but with opposite reactivity and selectivity.About:
This article is published in Journal of Heterocyclic Chemistry.The article was published on 1990-01-01. It has received 207 citations till now. The article focuses on the topics: Radical substitution & Minisci reaction.read more
Citations
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C-H bond functionalization: emerging synthetic tools for natural products and pharmaceuticals
TL;DR: This Review provides an overview of C-H bond functionalization strategies for the rapid synthesis of biologically active compounds such as natural products and pharmaceutical targets.
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Direct C-H transformation via iron catalysis.
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Funktionalisierung von C‐H‐Bindungen: neue Synthesemethoden für Naturstoffe und Pharmazeutika
TL;DR: In this paper, aufsatz gibt einen Uberblick uber die Strategien, die durch Funktionalisierung von C-H-Bindungen eine rasche Synthese von biologisch aktiven Verbindungen wie Naturstoffen und pharmazeutischen Zielsubstanzen ermoglichen.
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A New Reagent for Direct Difluoromethylation
Yuta Fujiwara,Janice A. Dixon,Rodrigo A. Rodriguez,Ryan D. Baxter,Darryl D. Dixon,Michael R. Collins,Donna G. Blackmond,Phil S. Baran +7 more
TL;DR: This mild, operationally simple, chemoselective, and scalable difluoromethylation method is compatible with a range of nitrogen-containing heteroarene substrates of varying complexity as well as select classes of conjugated π-systems and thiols.
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Innate and guided C–H functionalization logic
TL;DR: Guided and innate C-H functionalizations were used synergistically to create an entire family of terpenes in a controlled fashion, showing how harnessing innate reactivity can be beneficial for achieving unique bond constructions between heterocycles and carbonyl compounds, enabling rapid and scalable total syntheses.
References
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Recent developments of free-radical substitutions of heteroaromatic bases
TL;DR: The main limitation encountered with diazonium salts is due to the high addition rates of the nucleophilic radicals to the diazoneium group, leading to the "free-radical diazo-coupling reaction" as mentioned in this paper.
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Nucleophilic character of alkyl radicals—VI : A new convenient selective alkylation of heteroaromatic bases
TL;DR: In this paper, a new method of homolytic alkylation of heteroaromatic bases is described, in which the silver-catalysed oxidative decarboxylation of acids by peroxydisulphate is used as a source of alkyl radicals.
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Free-radical additions to olefins in the presence of redox systems
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Novel Applications of Free-Radical Reactions in Preparative Organic Chemistry
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Primary processes in the reaction of OH·-radicals with sulphoxides
TL;DR: The primary processes in the OH· radical-induced oxidation mechanism of sulphoxides have been investigated by pulse radiolysis and, in particular, by an improved conductivity detection method with a time resolution of ca. 50 ns in aqueous solution.