Journal ArticleDOI
Richter cyclization and co-cyclization reactions of triazene-masked diazonium ions
TLDR
In this article, triazenes are used as masked diazonium ions to improve the chemoselectivity of the Richter cyclization of 4-halocinnoline and 4-cinnolinone products.About:
This article is published in Tetrahedron Letters.The article was published on 2010-12-29. It has received 42 citations till now. The article focuses on the topics: Triazene & Nucleophile.read more
Citations
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Cyclizations of Alkynes: Revisiting Baldwin’s Rules for Ring Closure
Kerry Gilmore,Igor V. Alabugin +1 more
Journal ArticleDOI
Recent applications of arene diazonium salts in organic synthesis.
TL;DR: In this review, recent advances involving arene diazonium salts as starting materials or active intermediates for various synthetically useful applications are summarized.
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Rhodium(III)-catalyzed C-H activation of arenes using a versatile and removable triazene directing group.
TL;DR: This method exhibits substantial post-functionalization synthetic versatility, overcoming a vital limitation in C sp 2-H activation/functionalization products: restricted structural diversity.
Journal ArticleDOI
Concerted reactions that produce diradicals and zwitterions: electronic, steric, conformational, and kinetic control of cycloaromatization processes.
TL;DR: The data suggested that products from both polar and free radical reaction pathways arise either from a single reactive intermediate or from a pair of rapidly equilibrating species, which suggests that the partitioning between the diradical and zwitterionic pathways occurs after the rate-determining TS.
Journal ArticleDOI
Biaryl synthesis with arenediazonium salts: cross-coupling, CH-arylation and annulation reactions
TL;DR: The scope of biaryl synthesis with arenediazonium salts has enormously expanded in recent years through applications of transition metal/photoredox-catalysed cross-coupling, thermal/photosensitized radical chain CH-arylation of (hetero)arenes and arylative radical annulation reactions with alkynes.
References
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The chemistry of heterocyclic compounds
TL;DR: In this article, it was shown that one of the most common types of known quantities of phenyl phenyl is phenyl oxide (POP) oxide, which is a phenyl-oxyoxy phenyl (PE)-oxyoxyphenyl) that can be obtained from phenyl compounds.
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An Efficient palladium-catalysed reaction of vinyl and aryl halides or triflates with terminal alkynes
TL;DR: In the presence of tetrakis(triphenylphosphine)palladium, vinyl and aryl halides or triflates react very rapidly in piperidine or pyrrolidine with terminal alkynes to give conjugated enynes as mentioned in this paper.
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Palladium homogeneous and supported catalysis: Synthesis of functional acetylenics and cyclisation to heterocycles.
Didier Villemin,Delphine Goussu +1 more
TL;DR: Par reaction de composes acetyleniques avec des composes benzeniques fonctionnalises orthohalogenes, obtention of composes ortho-alcyne-1' yl correspondants; cyclisation en benzopyrannes, -furannes -indoles and cinnolines as mentioned in this paper.
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Solid-phase synthesis of substituted cinnolines by a Richter type cleavage protocol☆
TL;DR: P palladium-catalyzed alkynylations and subsequent cleavage reactions under acidic conditions give rise to ortho-alkynylaryldiazonium salts, which in turn undergo cyclization to afford substituted 4-halo- and 4-hydroxycinnolines in moderate to good yields.
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Potent antitubulin tumor cell cytotoxins based on 3-aroyl indazoles.
TL;DR: A series of 3-aroyl indazoles synthesized resulted in a significant structure-activity relationship (SAR) with acetylene modifications conferring unusual potency in a tumor cell cytotoxicity assay, consistent with tubulin being the target for these compounds.