Synthesis of substituted tetrahydroisoquinolines and benzo[<i>d</i>]azepines from phthalan or isochroman and<i>N</i>-silylaldimines
作者:F. Foubelo、C. Gómez、A. Gutiérrez、M. Yus
DOI:10.1002/jhet.5570370506
日期:2000.9
The 4,4′-di-tert-butylbiphenyl-catalyzed lithiation of phthalan (1a) and isochroman (1b) in THF at 0°C affords the corresponding functionalized benzyllithiums 2, which by reaction with N-silylaldimines yield, after acid-base work-up, the expected amino alcohols 3. Successive treatment of these amino alcohols with thionyl chloride and sodium hydroxide yields the corresponding substituted benzofused
邻苯二甲酸(1a)和异铬烷(1b)在0°C下于THF中的4,4'-二叔丁基联苯催化的锂化反应生成相应的官能化苄基锂2,通过与N-甲硅烷基亚胺反应,在酸碱作用下生成后处理中,预期的氨基醇3。用亚硫酰氯和氢氧化钠连续处理这些氨基醇,得到相应的取代的苯并稠合的六元和七元含氮杂环4。