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炔烃的非炔源合成。

Synthesis of alkynes from non-alkyne sources.

机构信息

Department of Chemistry, University of Delhi, North Campus, Delhi 110007, India.

Department of Chemistry, Umm Al-Qura University, Makkah, Saudi Arabia.

出版信息

Org Biomol Chem. 2020 May 27;18(20):3797-3817. doi: 10.1039/d0ob00325e.

DOI:10.1039/d0ob00325e
PMID:32393951
Abstract

Alkynes are a very important class of compounds and used as precursors for the assembly of a variety of carbocycles and heterocycles. Alkynes are classified into two classes: terminal alkynes and internal alkynes. Terminal alkynes were used as one of the precursors for the synthesis of internal alkynes. Besides, various elimination reactions were conducted to obtain alkynes. Various applications of alkynes are known but no compiled review is reported so far regarding their synthesis. Therefore, we have compiled the literature available for the synthesis of various functionalized alkynes from non-alkyne sources in this review. We have not discussed the synthesis of internal alkynes from terminal alkynes. Based on the available literature, the synthesis of alkynes can be classified into three major types of reactions: (a) synthesis of alkynes through α,β-elimination, (b) synthesis of alkynes through carbene rearrangement and (c) synthesis of alkynes via miscellaneous approaches. In this review, we have focused on the different methods available for these transformations including their scope, limitations and recent developments. We have also discussed the mechanism involved during the reaction.

摘要

炔烃是一类非常重要的化合物,可用作各种碳环和杂环化合物的组装前体。炔烃分为两类:末端炔烃和内部炔烃。末端炔烃可用作合成内部炔烃的前体之一。此外,还进行了各种消除反应来获得炔烃。炔烃的各种应用是已知的,但迄今为止尚未有关于其合成的综合评论。因此,我们在这篇综述中汇集了可用于从非炔烃源合成各种官能化炔烃的文献。我们没有讨论从末端炔烃合成内部炔烃。根据现有文献,炔烃的合成可分为三大类反应:(a) 通过α,β-消除合成炔烃,(b) 通过卡宾重排合成炔烃,(c) 通过杂项方法合成炔烃。在这篇综述中,我们重点介绍了这些转化的不同方法,包括它们的范围、限制和最新进展。我们还讨论了反应过程中涉及的机制。

相似文献

1
Synthesis of alkynes from non-alkyne sources.炔烃的非炔源合成。
Org Biomol Chem. 2020 May 27;18(20):3797-3817. doi: 10.1039/d0ob00325e.
2
Synthesis of heterocycles via transition-metal-catalyzed hydroarylation of alkynes.通过炔烃的过渡金属催化氢芳基化合成杂环。
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3
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5
Catalytic Enantioselective Synthesis of Cyclobutenes from Alkynes and Alkenyl Derivatives.炔烃和烯基衍生物的催化对映选择性环丁烯合成。
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6
Transition Metal-Catalyzed Tandem Reactions of Ynamides for Divergent N-Heterocycle Synthesis.用于多样化氮杂环合成的烯酰胺的过渡金属催化串联反应
Acc Chem Res. 2020 Sep 15;53(9):2003-2019. doi: 10.1021/acs.accounts.0c00417. Epub 2020 Sep 1.
7
Alkynes as Privileged Synthons in Selected Organic Name Reactions.炔烃作为某些有机人名反应中的优势合成子。
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8
Heteroarene-tethered Functionalized Alkyne Metamorphosis.杂芳烃键合官能化炔烃的变形。
Chemistry. 2021 Jan 18;27(4):1165-1218. doi: 10.1002/chem.202002154. Epub 2020 Nov 3.
9
Titanium-catalyzed multicomponent couplings: efficient one-pot syntheses of nitrogen heterocycles.钛催化的多组分偶联反应:氮杂环的高效一锅合成法。
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10
Photocatalytic functionalizations of alkynes.炔烃的光催化官能团化反应
Chem Commun (Camb). 2021 Oct 28;57(86):11285-11300. doi: 10.1039/d1cc04014f.

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