16488-60-1Relevant academic research and scientific papers
Method for synthesizing mono-aryl iodide or di-aryl iodide based on aromatic hydrocarbon carboxylic acid decarboxylic reaction
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Paragraph 0093; 0094, (2017/07/23)
The invention discloses a method for synthesizing mono-aryl iodide or di-aryl iodide based on aromatic hydrocarbon carboxylic acid decarboxylic reaction. The method is characterized in that under a protective atmosphere, carrying out one-pot reaction on a
Green halogenation of aromatic heterocycles using ammonium halide and hydrogen peroxide in acetic acid solvent
D'Aleo, Danielle N.,Allard, Sheena R.,Foglia, Cassandra C.,Parent, Shawna L.M.,Rohr, David J.,Gottardo, Christine,MacKinnon, Craig D.
, p. 679 - 683 (2013/08/23)
The green generation of X+ (X = Br, I) using hydrogen peroxide in aqueous acetic acid allows access to aromatic heterocyclic halides in yields and purities comparable to syntheses employing N-bromosuccinimide. In activated and unsubstituted thiophene rings, regioselectivity is quantitative for positions α to the sulfur; pyrroles also give quantitative reactions, at least initially. Deactivated rings, including furans and thiazoles, as well as thiophenes with strongly electron-withdrawing groups showed little to no reactivity under the conditions investigated. The reaction shows remarkable functional group tolerance (to alcohol, nitro, alkyl, halo, and carbonyl groups), as shown through reaction with substituted phenols. In all bromination reactions, reaction yields and regiochemistry were very similar to reactions involving N-bromosuccinimide in tetrahydrofuran solvent.
Halogenation Using Quaternary Ammonium Polyhalides. XXXI. Halogenation of Thiophene Derivatives with Benzyltrimethylammonium Polyhalides
Okamoto, Tsuyoshi,Kakinami, Takaaki,Fujimoto, Hiroshi,Kajigaeshi, Shoji
, p. 2566 - 2568 (2007/10/02)
The reactions of thiophene derivatives with benzyltrimethylammonium tetrachloroiodate, benzyltrimethylammonium tribromide, and benzyltrimethylammonium dichloroiodate in acetic acid or in acetic acid-zinc chloride under mild conditions gave chloro-, bromo-, and iodo-substituted thiophene derivatives, respectively, in satifactory yields.
Ring-opening Reactions. Part 16. Ring-opening of 2,5-Dimethoxy-3-thienyl-lithium and Some Related Compounds
Hallberg, Anders,Frejd, Torbjoern,Gronowitz, Salo
, p. 1390 - 1392 (2007/10/02)
Evidence is presented indicating that 2,5-dimethoxythiophen is metallated in the β-position by butyl-lithium to give 2,5-dimethoxy-3-thienyl-lithium, which subsequently undergoes ring-opening.By the use of 2 equiv. of butyl-lithium followed by dimethyl sulphate, it was possible to isolate 1-methylthio-octa-1,3-diyne as the main product.
