摘要/Abstract

发展了一种叔丁醇钾促进的(Z)-C6-乙烯基砜基菲啶的脱砜、脱氢串联反应, 用于选择性地合成1,3-共轭二烯. 该反应无需过渡金属催化剂, 底物适用范围广, 以良好的收率得到相应的目标产物, 为菲啶官能化的1,3-共轭二烯的合成提供了新颖和有效的方法. 此外, 通过与富马腈的[4+2]环加成反应, 实现了1,3-共轭二烯的合成应用.
关键词: 叔丁醇钾, 脱砜反应, 1,3-共轭二烯, 环加成反应
A t-BuOK-mediated desulfonylation/dehydrogenation cascade reaction of (Z)-C6-(vinyl sulfone)phenanthridines is described. This process provides a novel and efficient strategy for the synthesis of 1,3-dienes with phenanthridinyl units in good yields under transition-metal-free conditions. Furthermore, the application of the generated 1,3-dienes in the [4+2] cycloaddition has been demonstrated by reacting with dienophiles such as fumaronitrile in a two-step procedure.
Key words: t-BuOK, desulfonylation, 1,3-conjugated dienes, cycloaddition reactions


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