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本文引用的文献

1
Mechanistically diverse copper-, silver-, and gold-catalyzed acyloxy and phosphatyloxy migrations: efficient synthesis of heterocycles via cascade migration/cycloisomerization approach.机理多样的铜、银和金催化的酰氧基和磷酰氧基迁移：通过级联迁移/环异构化方法高效合成杂环化合物
J Am Chem Soc. 2007 Aug 15;129(32):9868-78. doi: 10.1021/ja072446m. Epub 2007 Jul 21.
2
Base- and ligand-free room-temperature synthesis of N-fused heteroaromatic compounds via the transition metal-catalyzed cycloisomerization protocol.通过过渡金属催化的环异构化协议在无碱和无配体条件下室温合成氮稠合杂芳族化合物。
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Rearrangement of propargylic esters: metal-based stereospecific synthesis of (E)- and (Z)-knoevenagel derivatives.
J Am Chem Soc. 2007 Jun 27;129(25):7772-3. doi: 10.1021/ja072864r. Epub 2007 Jun 1.
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Catalytic carbophilic activation: catalysis by platinum and gold pi acids.催化亲碳活化：铂和金π酸催化作用
Angew Chem Int Ed Engl. 2007;46(19):3410-49. doi: 10.1002/anie.200604335.
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Propargylic esters in gold catalysis: access to diversity.
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Pt-catalyzed cyclization/1,2-migration for the synthesis of indolizines, pyrrolones, and indolizinones.铂催化环化/1,2-迁移用于合成中氮茚、吡咯烷酮和中氮茚酮。
Org Lett. 2007 Mar 15;9(6):1169-71. doi: 10.1021/ol0701971. Epub 2007 Feb 20.
7
Reactivity and selectivity of 1,3-diyn-6-enes in electrophilic transition metal-catalyzed reactions.1,3-二炔-6-烯在亲电过渡金属催化反应中的反应性和选择性
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8
A highly efficient preparative method of alpha-ylidene-beta-diketones via Au(III)-catalyzed acyl migration of propargylic esters.一种通过金（III）催化的炔丙基酯酰基迁移高效制备α-亚烷基-β-二酮的方法。
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9
Au(I)-catalyzed cycloisomerization of 1,5-enynes bearing a propargylic acetate: formation of unexpected bicyclo[3.1.0]hexene.金（I）催化的带有炔丙基乙酸酯的1,5-烯炔的环异构化反应：意外生成双环[3.1.0]己烯。
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10
Au(I)-catalyzed tandem [3,3] rearrangement-intramolecular hydroarylation: mild and efficient formation of substituted indenes.金（I）催化的串联[3,3]重排-分子内氢芳基化反应：温和高效地合成取代茚。
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铂催化的炔丙基酯环异构化反应中的电子效应：作为机理探针的2,3-二取代中氮茚的合成

Electronic effects in the pt-catalyzed cycloisomerization of propargylic esters: synthesis of 2,3-disubstituted indolizines as a mechanistic probe.

作者信息

Hardin Alison R, Sarpong Richmond

机构信息

Department of Chemistry, University of California, Berkeley, California 94720, USA.

出版信息

Org Lett. 2007 Oct 25;9(22):4547-50. doi: 10.1021/ol701973s. Epub 2007 Sep 11.

DOI:10.1021/ol701973s
PMID:17845052
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3342703/
Abstract

The initial 5-exo versus 6-endo cyclization of the acyl group onto the activated alkyne of propargylic esters has been found to be dependent on electronic effects of the acyl, alkyne, and propargylic carbon substituents. These electronic effects control the ratio of 2,3-disubstituted versus 1,3-disubstituted indolizine products formed when substrates bearing pyridines at the alkyne terminus are used.

摘要

已发现，炔丙基酯的活化炔烃上的酰基最初进行5-外向与6-内向环化反应，取决于酰基、炔烃和炔丙基碳取代基的电子效应。当使用在炔烃末端带有吡啶的底物时，这些电子效应控制着2,3-二取代与1,3-二取代中氮茚产物的形成比例。