1453810-12-2Relevant academic research and scientific papers
Synthesis of 4-trifluoromethylpyridines by [5+1] cyclization of 3-hydroxy-pent-4-yn-1-ones with urea
Iaroshenko, Viktor O.,Ostrovskyi, Dmytro,Ayub, Khurshid,Spannenberg, Anke,Langer, Peter
supporting information, p. 576 - 588 (2013/05/09)
Trifluoromethyl-substituted 1,3-diketones can undergo direct alkynylation reactions which are not possible for alkyl- or aryl-substituted derivatives. The products can be easily transformed into 2,6-diaryl-4-trifluoromethylpyridines by acid-mediated [5+1] cyclization with urea. The reaction was thoroughly optimized by variation of the conditions and the scope was studied in detail. The products are not readily available by other methods. A plausible mechanism was suggested based on DFT calculations.
