When Alkyne π-Activation Meets Pinacol-Type [1,2]-Rearrangement: On the Invention of Domino Reactions for the Synthesis of Carbocycles and Heterocycles

When Alkyne π-Activation Meets Pinacol-Type [1,2]-Rearrangement: On the Invention of Domino Reactions for the Synthesis of Carbocycles and Heterocycles
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当炔烃α-活化遇到频哪醇型[1,2]-重排时:关于合成碳环和杂环的多米诺反应的发明

DOI:
10.1055/s-0033-1338840
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发表时间:
2013
期刊:
影响因子:
2
通讯作者:
S. F. Kirsch
S. F. Kirsch
中科院分区:
化学4区
文献类型:
--
作者:
K.-D. Umland;S. F. Kirsch

文献摘要

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这是一个关于如何创造多米诺骨牌反应的个人帐户,该反应由催化或未催化的炔活化,环化和随后的[1,2]-移位重排组成。在关于突破性工作的文献报告的背景下,我们讨论了我们的动机,挑战和成功案例。标题反应的目标是以实验简单的方式快速发展分子的复杂性。通过改变底物的性质和确切的反应条件,证明了反应在各种碳环和杂环支架的受控合成中的价值。1引言2碳环化2.1 6-内环化2.2 6-外环化3杂环化4杂项反应5结论
This is a personal account on how to create domino reactions consisting of catalyzed or uncatalyzed alkyne activation, cyclization, and subsequent rearrangement by a [1,2]-shift. In the context of literature reports on breakthrough works, we discuss our motivation, challenges, and success stories. The title reactions were developed with the goal of rapidly evolving molecular complexity in an experimentally easy manner. The value of the reactions in controlled syntheses of various carbocyclic and heterocyclic scaffolds through changing the nature of the substrate and the exact reaction conditions is demonstrated.1 Introduction2 Carbocyclizations2.1 6-EndoCyclization2.2 6-ExoCyclization3 Heterocyclizations4 Miscellaneous Reactions5 Conclusions