Journal ArticleDOI
Arynic species II: Tosyl and triazene as leaving group in the generation of arynes from polymer-bound reagents
TLDR
In this paper, the thermal decomposition of 2-carboxyaryl triazenes was used to generate 4-methyl, 4-chloro and 4-bromo derivatives of Benzyne.About:
This article is published in Tetrahedron.The article was published on 1986-01-01. It has received 7 citations till now. The article focuses on the topics: Tosyl & Triazene.read more
Citations
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Isomerization of 7-Oxabenzonorbornadienes into Naphthols Catalyzed by [RuCl2(CO)3]2
TL;DR: Ruthenium-catalyzed isomerization of 7-oxanorbornadienes into naphthols was investigated, and moderate to excellent regioselectivities were observed.
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Remote electronic effects in the rhodium-catalyzed nucleophilic ring opening of oxabenzonorbornadienes.
TL;DR: The application of rhodium-catalyzed nucleophilic ring-opening methodology to unsymmetrically arene-substituted oxabenzonorbornadienes is reported and good to excellent regioselectivities are obtained using strongly pi-donating substituents, whereas sigma-donated and electron-withdrawing functionalities have a minimal effect.
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α‐Lithiation of 1‐Aryl‐3,3‐dialkyltriazenes and Intramolecular Conversion to Benzylamine and Tetrahydrobenzotriazine Derivatives
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Non concerted pathways in the generation of dehydroarenes by thermal decomposition of diaryliodonium carboxylates.
TL;DR: In this paper, it was shown that non-concerted processes are the main pathway for generation of arynic intermediates from those iodonium salts, showing how C6H4CO2 for m- and p-benzyne and C10H6CO 2 for 2,3naphthalyne have been unambiguously trapped in the same way.
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Lewis Acid‐Catalyzed Ring‐Opening Functionalizations of 1,4‐Epoxy‐1,4‐dihydronaphthalenes
Yoshinari Sawama,Yuta Ogata,Koichi Kawamoto,Hiroyuki Satake,Kyoshiro Shibata,Yasunari Monguchi,Hironao Sajiki,Yasuyuki Kita +7 more
TL;DR: In this article, the Lewis acid-catalyzed carbon-carbon and carbon-nitrogen bond formation associated with the ring-opening of 1,4-epoxy-1,4dihydronaphthalenes using nucleophiles such as allyltrimethylsilanes, trimethylsilyl cyanide and trimetylsilylsilyl azide, was achieved.
References
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Mechanisms and Stereochemistry of Heterolytic Fragmentation
TL;DR: In this paper, a study of the solvolysis of NCCCX derivatives, where X equals halogen or OSO2R, shows that fragmentation may occur by a one-step mechanism or by several multi-step mechanisms depending on structural, electronic and steric factors.
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Heterolytic Fragmentation. A Class of Organic Reactions
Cyril A. Grob,Peter Schiess +1 more
TL;DR: Heterolytic fragmentation is a widespread but neglected class of organic reactions as mentioned in this paper, it involves the regulated cleavage of molecules containing certain combinations of atoms such as carbon, oxygen, nitrogen, sulfur, phosphorus, silicon, boron and halogens.
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O-Acylhydroxylamines. I. Synthesis of O-Benzoylhydroxylamine1
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Decomposition of benzenediazonium-2-carboxylate
Martin Stiles,Roy G. Miller +1 more