Studies towards iodine-catalyzed dehydrative-cycloisomerization of pent-4-yne-1,2-diols to di- and tri-substituted furans
作者:H. Surya Prakash Rao、Vijjapu Satish、Silambarasan Kanniyappan、Priyanka Kumari
DOI:10.1016/j.tet.2018.08.032
日期:2018.10
propargylation on corresponding keto-alcohols or by sodium borohydride mediated reduction of 2-hydroxy-2-propargyl ketones. The furan synthesis proceeded through iodine mediated 5-exo-trig cyclization, dehydration and reductive deiodination. The method was applied to the synthesis of 2-methylfuran fused to phenanthrene, pyrene and acenaphthylene rings.
由1-popargyl-1,2-二醇实现了高效且一步一步的碘催化的无金属合成二和三取代的2-甲基呋喃衍生物。通过在相应的酮醇上进行铟介导的Barbier型炔丙基化或通过硼氢化钠介导的2-羟基-2-炔丙基酮的还原,可以实现起始1,2-二醇的立体定向合成。呋喃的合成过程是通过碘介导的5-exo-trig环化,脱水和还原性脱碘作用进行的。该方法用于合成与菲,pyr和环稠合的2-甲基呋喃。