[3+2]‐Cycloaddition of Catalytically Generated Pyridinium Ylide: A General Access to Indolizine Derivatives,Asian Journal of Organic Chemistry

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[3+2]‐Cycloaddition of Catalytically Generated Pyridinium Ylide: A General Access to Indolizine Derivatives
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2020-06-15 , DOI: 10.1002/ajoc.202000276
Shanliang Dong ₁ , Xiang Fu ₂ , Xinfang Xu _{1,

2}

Affiliation

Pyridinium ylide is a versatile building block in synthetic organic chemistry, especially in the synthesis of N‐heterocycles. In this minireview, we have summarized the advances of [3+2]‐cycloaddition of catalytically generated pyridinium ylide for the synthesis of indolizines (since 1970s). Accordingly, the ylide discussed in this article is generated in situ from carbene precursors and N‐heteroarenes under catalytic conditions, including photocatalysis/thermocatalysis, and metal‐catalysis. The metal‐catalyzed version is the main focus, which is classified and summarized based on the type of dipolarophiles, alkyne and alkene, each class is further subdivided according to the metal catalysts used in these reactions. The analogous [3+2]‐cycloaddition of vinyl metal carbene with pyridines, the formation of pyridinium ylide with other type of carbene precursors or with different N‐heteroarenes, have been also included herein separately.

中文翻译：

[3 + 2]-催化生成的吡啶鎓叶立德的环加成反应：吲哚嗪衍生物的一般使用

吡啶鎓叶立德是合成有机化学中的通用构建基块，尤其是在N杂环的合成中。在本微型综述中，我们总结了自3年代2年代以来催化合成吡啶鎓叶立德用于吲哚嗪的合成的研究进展（自1970年代开始）。因此，本文讨论的叶立德是由卡宾前体和氮原位生成的催化条件下的杂芳烃，包括光催化/热催化和金属催化。金属催化的版本是主要关注点，根据双亲亲子，炔烃和烯烃的类型进行分类和归纳，根据这些反应中使用的金属催化剂进一步细分每一类。乙烯基金属卡宾与吡啶的类似[3 + 2]-环加成反应，与其他类型的卡宾前体或与不同的N-杂芳烃形成的吡啶鎓内鎓盐也已单独包含在本文中。

更新日期：2020-08-08

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