151451-83-1Relevant articles and documents
Methyl-2,2-difluoro-2-(fluorosulfonyl) acetate (MDFA)/copper (I) iodide mediated and tetrabutylammonium iodide promoted trifluoromethylation of 1-aryl-4-iodo-1,2,3-triazoles
Arunachalam, Pirama Nayagam,Chandran, Thirumurugan Kothandarama,Corte, James R.,Gupta, Anuradha,Kumar, Hemantha,Mathur, Arvind,Nimje, Roshan Y.,Panja, Chiradeep,Puttaramu, Jayashankara Vaderapura
, (2020/06/08)
While several methods are available for the synthesis of a host of trifluoromethylated heterocycles, very few of them have been applied to access 4-trifluoromethylated 1,2,3-triazoles. We report herein a general methodology for the trifluoromethylation of 1-aryl-4-iodo-1, 2, 3-triazoles. Tetrabutylammonium iodide (TBAI) has been shown to provide enhanced conversion in these CuI-mediated reaction using methyl 2,2-difluoro-2-(fluorosulfonyl)acetate (MDFA). The method exhibited broad functional group tolerance and was applied to the synthesis of a library of 1-aryl-4-trifluoromethyl-1,2,3-triazoles on the multi-gram scale.
SYNTHESIS AND REACTION OF 1-PHENYL-4-TRIMETHYLSTANNYL-1,2,3-TRIAZOLES
Sakamoto, Takao,Uchiyama, Daishi,Kondo, Yoshinori,Yamanaka, Hiroshi
, p. 1273 - 1278 (2007/10/02)
1,3-Dipolar cycloaddition reaction of trimethylstannylacetylene with phenyl azide gave a regioselective product, 1-phenyl-4-trimethylstannyl-1,2,3-triazole.On the other hand, the reaction of trimethylstannyl-1-hexyne, -phenylacetylene, and -trimethylsilylacetylene with the azide yielded a mixture of the corresponding 4- and 5-trimethylstannyl-1-phenyl-1,2,3-triazoles.Detrimethylstannylation, iodination, benzoylation, and palladium-catalyzed phenylation of 4-trimethylstannyl- and 4,5-bis(trimethylstannyl)-1-phenyl-1,2,3-triazoles were also described.
