4010-19-9Relevant articles and documents
Novel Bifunctionalization of Activated Methylene: Base-Promoted Trifluoromethylthiolation of β-Diketones with Trifluoromethanesulfinyl Chloride
Sun, Dong-Wei,Jiang, Min,Liu, Jin-Tao
supporting information, p. 10797 - 10802 (2019/07/03)
A novel bifunctionalization of activated methylene was achieved successfully through the base-promoted trifluoromethylthiolation of β-diketones or β-ketoesters with trifluoromethanesulfinyl chloride. A series of α-trifluoromethylthiolated α-chloro-β-diketones and α-chloro-β-ketoesters were obtained in moderate to good yields under mild conditions. When β-diketones containing a phenyl group with a hydroxyl or amino substituent at the ortho position were used as substrates, intramolecular trifluoromethylthiolation/cyclization reaction took place to give the corresponding cyclic products. Furthermore, the protocol could be extended to perfluoroalkylthiolation with the sodium perfluoroalkanesulfinate/POCl3 system. On the basis of experimental results, plausible mechanisms are proposed.
Synthesis of novel fused chromone-pyrimidine hybrids and 2,4,5-trisubstituted pyrimidine derivatives via ANRORC rearrangement
Sambaiah,Raghavulu,Shiva Kumar,Yennam, Satyanarayana,Behera, Manoranjan
supporting information, p. 10020 - 10026 (2017/09/18)
A facile and versatile procedure for the synthesis of functionalized novel 2,5-diphenyl-5H-chromeno[4,3-d]pyrimidin-5-ol and (2,4-diphenylpyrimidin-5-yl) (2-hydroxyphenyl) methanone has been described. The key step in the synthesis involves the ANRORC rea
Directing group assisted copper-catalyzed chemoselective O-aroylation of phenols and enols using alkylbenzenes
Rout, Saroj Kumar,Guin, Srimanta,Banerjee, Arghya,Khatun, Nilufa,Gogoi, Anupal,Patel, Bhisma K.
supporting information, p. 4106 - 4109 (2013/09/12)
By using alkylbenzenes as aroyl surrogates, copper(II) catalyzed chemoselective O-aroylations of 1,3-dicarbonyl compounds and phenolic-OH ortho to carbonyl (-CHO,-COR) groups have been achieved. A dual mechanism operating in tandem for these transformations has been supported by a crossover experiment.