25125-40-0

Upstream product

• 27096-64-6 2-(allyloxy)aniline 
• 95-55-6 2-amino-phenol 
• 55339-51-0 2-allyloxy-1-nitrobenzene 
• 88-75-5 2-hydroxynitrobenzene 

Downstream Products

• 13524-73-7 3-methyl-2,3-dihydrobenzofuran 
• 1746-13-0 allyl phenyl ether 
• 1126-20-1 2-allyloxyphenol 
• 68224-03-3 (2,3-dihydro-benzofuran-3-yl)methanol 
• 21535-97-7 3-methyl-benzofuran 
• 254-04-6 2H-chromene 
• 254-03-5 4H-1-benzopyran 
• 113002-45-2 (E)-3-(2,3-dihydrobenzofuran-3-yl)-1-phenylpropene 
• 132396-52-2 <2-(Allyloxy)phenyl>hydrazine 

Relevant academic research and scientific papers

Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides

This paper reports a convenient copper-catalyzed three-component conversion of arylhydrazine hydrochlorides to arenesulfonyl fluorides in good yields under mild conditions, using 1,4-diazabicyclo [2.2.2]octane bis(sulfur dioxide) (DABSO) as a sulfonyl source andN-fluorobenzenesulfonimide (NFSI) as a fluorine source based on a radical sulfur dioxide insertion and fluorination strategy. Notably, arylhydrazine hydrochloride is used as a safe precursor of aryl radicals.

Radical Carbonylation Mediated by Continuous-Flow Visible-Light Photocatalysis: Access to 2,3-Dihydrobenzofurans

The annulative carbonylation of alkenyl-tethered arenediazonium salts using visible-light photocatalysis in continuous flow is described. The method furnishes a diverse series of novel acetate-functionalized 2,3-dihydrobenzofurans at room temperature and

Ligand-Assisted Gold-Catalyzed Cross-Coupling with Aryldiazonium Salts: Redox Gold Catalysis without an External Oxidant

Gold-catalyzed C(sp)-C(sp2) and C(sp2)-C(sp2) cross-coupling reactions are accomplished with aryldiazonium salts as the coupling partner. With the assistance of bpy ligand, gold(I) species were oxidized to gold(III) by diazonium without any external oxidants. Monitoring the reaction with NMR and ESI-MS provided strong evidence for the nitrogen extrusion followed by AuIII reductive elimination as the key step.

An easy route to (hetero)arylboronic acids

An unprecedented spontaneous reactivity between diazonium salts and diboronic acid has been unveiled, leading to a versatile arylboronic acid synthesis directly from (hetero)arylamines. This fast reaction (35 min overall) tolerates a wide range of functional groups and is carried out under very mild conditions. The radical nature of the reaction mechanism has been investigated.

Twofold carbon-carbon bond formation by intra- and intermolecular radical reactions of aryl diazonium salts

Cascade reactions: A variety of novel cascade reactions can be performed when the known and well-studied radical 5- or 6-exo-cyclization of an aryl diazonium salt is conducted in the presence of alkenes and further optional scavengers (see scheme). Copyri

The first intramolecular Heck-Matsuda reaction and its application in the syntheses of benzofurans and indoles

In this Letter, we report, for the first time, the development of an efficient method for the intramolecular Heck reaction of arenediazonium salts in the synthesis of benzofuran and indole derivatives. In addition, this methodology allowed the synthesis of a series of dihydrobenzofuran acetic acid derivatives via a domino Heck-Matsuda coupling-carbonylation reaction.

Tetrathiafulvalene: a catalyst for sequential radical-polar reactions

The reaction between tetrathiafulvalene (TTF) and suitable arenediazonium salts leads to products arising from an ordered sequence of reactions featuring electron transfer, loss of nitrogen, radical cyclisation and nucleophilic substitution.The tetrathiafulvalenium salt 6 is shown to be an intermediate in the reaction, with substitution of TTF occuring via an SN1 mechanism.The reactions are catalytic in TTF and the final substitution can be achieved by several nucleophiles.Extension of the reaction to the synthesis of bi- and tricyclic ring systems has been investigated.