Studies on Tellurium-Containing Heterocycles. Part 20. Reactions of 2-Benzoselenopyrylium Salts and 2-Benzotelluropyrylium Salts with Nucleophiles: Formation of 1-Functionalized 1H-Isoselenochromenes and 1H-Isotellurochromenes
作者:Haruki Sashida、Kazuo Ohyanagi
DOI:10.1248/cpb.52.57
日期:——
were produced by the reaction of the salts 1 with Grignard reagents, were converted to the corresponding 1,3-disubstituted 2-benzopyrylium salts (14-17, 19) by treatment with triphenylcarbenium tetrafluoroborate (Ph(3)C(+) BF(4)(-)), respectively. The 1-benzylselenopyrylium salts (19A) and 1-benzyltelluropyrylium salts (19B) exist in the solvent as an equilibrium mixture of the salts (19) and the corresponding
研究了2-苯并硒基吡啶鎓(1A)和2-苯并碲基吡啶鎓阳离子(1B)与各种亲核试剂的反应。LiAlH(4),醇钠(NaOMe,NaOi-Pr和NaOt-Bu),二乙胺,正丁胺和丙酮与1反应生成1H-异色酮(2)和相应的1取代的产物(4-9)在温和条件下几乎可以达到高产。通过盐1与格利雅试剂反应生成的1-烷基(苯基)异硒烯二酮(10-13)和1-苄基异铬烯酮(18A,18B)被转化为相应的1,3-二取代的2-苯并吡啶鎓分别用四氟硼酸三苯基碳鎓(Ph(3)C(+)BF(4)(-))处理盐(14-17,19)。