首页> 外文期刊>Chemistry: A European journal >Generating Complexity from Simplicity: Pd-Catalyzed or Cu-PromotedDomino Alkyne Homocoupling/Double [2+2] Allenyne Cycloaddition
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Generating Complexity from Simplicity: Pd-Catalyzed or Cu-PromotedDomino Alkyne Homocoupling/Double [2+2] Allenyne Cycloaddition

机译:从简单性产生复杂性:Pd催化或Cu促进的多米诺炔基同质偶联/双[2 + 2] Allenyne环加成

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摘要

The allene moiety has developed from almost a rarity toan established member of the weaponry utilized in modernorganic synthetic chemistry."11 In particular, [2 +2] cycloaddi-tion reactions of allenes with alkynes have attracted recentattention!'" However, stereo- and positional selectivity prob-lems are significant. Although much effort has been devotedto these fields, [2 +2] cycloaddition of bis(allenynes) hasrarely been mentioned; only Cook et al. have reported theformation of a monocyclized [5.4] system.131 The main causeof this lack might be attributed to both the difficulty of pre-paring the starting diyne-diallenes as well as to additionalchemo- and regioselectivity problems. In a continuation ofour interest in allene chemistry?' we present the first exam-ples of a double [2+2] cycloaddition in allenynes. The re-sults of our investigation to prepare attached-ring bis(heter-ocyclic) fused cyclobutenes using alkyne homocoupling aswell as double cyclization of the resulting bis(allenyne) in adomino sequence are described herein.
机译:丙二烯部分已经从稀有性发展为现代有机合成化学中使用的武器的一个固定成员。“ 11特别是,丙二烯与炔烃的[2 +2]环加成反应最近吸引了人们的注意!'”位置选择性问题是重要的。尽管已经为这些领域付出了很多努力,但很少有人提到[2 +2]双(炔烃)的环加成;只有库克等。已经报道了单环化[5.4]系统的形成。131缺乏这种现象的主要原因可能是由于制备起始二炔-二烯的困难以及其他的化学和区域选择性问题。您对艾伦化学的兴趣不断吗?我们介绍了在双炔中双[2 + 2]环加成反应的第一个例子。本文描述了我们的研究结果,该结果使用炔属均偶联以及所得双(亚炔炔)在阿多米诺序列中的双环化来制备连接环的双(杂环)稠合的环丁烯。

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