230295-07-5Relevant academic research and scientific papers
Selective Halogenation Using an Aniline Catalyst
Samanta, Ramesh C.,Yamamoto, Hisashi
supporting information, p. 11976 - 11979 (2015/08/18)
Electrophilic halogenation is used to produce a wide variety of halogenated compounds. Previously reported methods have been developed mainly using a reagent-based approach. Unfortunately, a suitable "catalytic" process for halogen transfer reactions has yet to be achieved. In this study, arylamines have been found to generate an N-halo arylamine intermediate, which acts as a highly reactive but selective catalytic electrophilic halogen source. A wide variety of heteroaromatic and aromatic compounds are halogenated using commercially available N-halosuccinimides, for example, NCS, NBS, and NIS, with good to excellent yields and with very high selectivity. In the case of unactivated double bonds, allylic chlorides are obtained under chlorination conditions, whereas bromocyclization occurs for polyolefin. The reactivity of the catalyst can be tuned by varying the electronic properties of the arene moiety of catalyst.
Synthesis of 1,1,1-trifluorobut-3-yn-2-ones and their reactions with N-nucleophiles
Muzalevskiy, Vasiliy M.,Iskandarov, Anton A.,Nenajdenko, Valentine G.
, p. 342 - 344 (2015/02/19)
Bromination of 4-aryl-1,1,1-trifluorobut-3-yn-2-ones gives 4-aryl-3,4-dibromo-1,1,1-trifluorobut-3-en-2-ones whose reactivity towards N-nucleophiles (hydrazine and ethylenediamine) was investigated.
Synthesis of novel 1,4,5-trisubstituted 3-trifluoromethylpyrazoles via microwave-assisted Stille coupling reactions
Jeon, Sung Lan,Choi, Ji Hoon,Kim, Bum Tae,Jeong, In Howa
, p. 1191 - 1197 (2008/02/10)
1,5-Disubstituted 3-trifluoromethylpyrazoles were reacted with N-bromosuccinimide in DMF at room temperature or 70-80 °C for 1-2 h to afford the corresponding 4-bromo-substituted pyrazoles 2 in 95-99% yields. The microwave-assisted Stille coupling reactio
