36719-51-4Relevant articles and documents
Palladium-catalyzed direct C2-arylation of azoles with aromatic triazenes
Liu, Can,Wang, Zhiming,Wang, Lei,Li, Pinhua,Zhang, Yicheng
, p. 9209 - 9216 (2019/11/05)
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.
Palladium-catalyzed carbonylative Sonogashira coupling between aryl triazenes and alkynes
Li, Wanfang,Wu, Xiao-Feng
supporting information, p. 5090 - 5093 (2015/05/13)
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
Liu, Can,Miao, Tao,Zhang, Lei,Li, Pinhua,Zhang, Yicheng,Wang, Lei
, p. 2584 - 2589 (2014/10/15)
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
Li, Wanfang,Beller, Matthias,Wu, Xiao-Feng
supporting information, p. 9513 - 9516 (2014/08/18)
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.
Aromatic fluoro-de-triazenation with boron trifluoride diethyl etherate under non-protic acid conditions
Kovac, Mitja,Anderluh, Marko,Vercouillie, Johnny,Guilloteau, Denis,Emond, Patrick,Mavel, Sylvie
, p. 5 - 9 (2013/04/23)
Fluoro-de-triazenation of 3,3-diethyl-1-aryltriazenes can be achieved by conventional or under microwave heating in carbon tetrachloride, in the presence of boron trifluoride diethyl etherate without any protic acid to avoid corresponding unwanted byproduct formation.
Synthesis of 1-aryl-3,3-disubstituted triazenes on ion-exchange resin support
Das,Khound
, p. 9107 - 9112 (2007/10/02)
Diazonium ions have been immobilized on a cation exchanger followed by N-coupling on a 2-amine to give the 3,3-disubstituted-1-aryltriazenes as the only product. Reaction is clean and work up procedure simple.
Transnitrosation by N-aryl-N-nitrosoureas; NO-carrying O-nitrosoisourea
Tanno,Sueyoshi,Miyata
, p. 1760 - 1767 (2007/10/02)
Transfer of nitroso groups, so-called transnitrosation, from aromatic N-nitroso compounds such as N-nitrosoureas, N-nitrosamides and N-nitrosamines, to aromatic amines or ureas was observed under non-acidic conditions at room temperature. Sterically hindered 3,3-dibenzyl-1-(4-tolyl)-1-nitrosourea (1a) rapidly nitrosates indoline, N-alkylanilines or 3-methyl-1-(4-tolyl)urea to give their N-nitroso derivatives. In the case of N,N-dimethylanilines, nitrosative demethylation occurs to give N-methyl-N-nitrosanilines. The transnitrosation is accelerated by electron-releasing groups on the nitroso acceptors, N-alkylanilines. The transnitrosation mechanism is considered to be as follows: N-nitrosourea (1) thermally decomposes to nitric oxide and ureidyl radical followed by formation of an O-nitrosoisourea intermediate (10), which acts as an NO-carrying agent and nitrosates anilines or ureas.
