36719-44-5

Upstream product

• 614-68-6 2-tolyl isocyanate 
• 6940-23-4 N,N-diethyl-N'-(2-methylphenyl)urea 
• 109-89-7 diethylamine 
• 95-53-4 o-toluidine 
• 97600-23-2 3,3-diethyl-1-(2-tolyl)-1-nitrosourea 

Downstream Products

• 615-37-2 ortho-methylphenyl iodide 
• 95-48-7 ortho-cresol 
• 1255365-30-0 2-methyl-N-morpholinobenzenesulfonamide 
• 157427-49-1 1-methyl-2-(2-methylphenyl)indole 
• 2728-04-3 N,N-diethyl-ortho-toluamide 
• 172264-69-6 1-(2-methylphenyl)-3-phenylprop-2-yn-1-one 
• 32959-60-7 2-(2-methylphenyl)-1,3-benzoxazole 

Relevant academic research and scientific papers

Palladium-catalyzed direct C2-arylation of azoles with aromatic triazenes

A highly efficient palladium-catalyzed arylation of azoles at the C2-position using 1-aryltriazenes as aryl reagents was developed. Azoles including oxazoles, thiazoles, imidazoles, 1,3,4-oxadiazoles, and oxazolines could react with 1-aryltriazenes smoothly to generate the corresponding products in good to excellent yields, and various substitution patterns were tolerated toward the reaction.

N2 extrusion and co insertion: A novel palladium-catalyzed carbonylative transformation of aryltriazenes

A novel procedure for the replacement of N2 with CO of aryltriazenes has been developed. Aryltriazenes were converted to the corresponding arylamides catalyzed by 1 mol % of PdCl2/P(o-Tol)3 under CO pressure. In this process, aryldiazonium salts were generated in the presence of 40 mol % of MeSO3H. Nitrogen was released from the substrates and CO formally inserted. Aryl bromides, iodides, alkynes, and free hydroxyl groups can be tolerated in this transformation.

Palladium-catalyzed carbonylative Sonogashira coupling between aryl triazenes and alkynes

We developed a palladium-catalyzed carbonylative Sonogashira reaction with aryl triazenes and alkynes as substrates and methanesulfonic acid as the additive. A series of α,β-ynones were synthesized by this alternative procedure. Notably, bromides, iodides

Palladium-catalyzed direct C2 arylation of N-substituted indoles with 1-aryltriazenes

A novel and efficient palladium-catalyzed C2 arylation of N-substituted indoles with 1-aryltriazenes for the synthesis of 2-arylindoles was developed. In the presence of BF3?OEt2 and palladium(II) acetate (Pd(OAc)2), N-substituted indoles reacted with 1-aryltriazenes in N,N-dimethylacetamide (DMAC) to afford the corresponding aryl-indole-type products in good to excellent yields.

Catalytic conversion of aryl triazenes into aryl sulfonamides using sulfur dioxide as the sulfonyl source

Various sulfonamides have been synthesized from triazenes and sulfur dioxide. In the presence of just a catalytic amount of BF3· OEt2, a series of 1-aryl-triazenes were converted into sulfonyl hydrazines in good to excellent yields. When using CuCl2 as the catalyst, the corresponding sulfonamides can be produced from the 1-aryl triazenes in good yields. This journal is the Partner Organisations 2014.