Palladium-catalyzed stereo-selective three-component cis-1,2-arylalkynylation of bicyclic alkenes with aryltriflates and terminal alkynes

Xu, Tianhao; Zhou, Xiangbing; Han, Yuhui; Zhang, Liangwei; Liu, Long; Huang, Tianzeng; Li, Chunya; Tang, Zhi; Wan, Shungang; Chen, Tieqiao

doi:10.1016/j.tetlet.2022.153799

Cited by 2 publications

(2 citation statements)

References 63 publications

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“…This year, Chen and Wan reported a Pd-catalyzed cis-1,2aryl-alkynylation of bicyclic alkenes with terminal alkynes as alkynylating reagents in the presence of K 3 PO 4 (Scheme 15c). [53] The reaction exhibited high functional group tolerance, such as Br, CN, double bonds and so on. In addition, the substituents of terminal alkynes were not only aryl groups, but also alkyl and silicon groups.…”

Section: Chemistry-a European Journalmentioning

confidence: 99%

The Alkynylative Difunctionalization of Alkenes

Huang

Chen

2022

Chemistry A European J

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Given alkynyl group is an important functional unit, a variety of efficient methods have been developed to construct alkynyl‐containing compounds. Among them, the alkynylative difunctionalization of alkenes is one of the most straightforward and efficient strategies for preparing these compounds and so has made great progress in recent years, including the catalytic asymmetric manner. However, there is no comprehensive review to summarize these studies. This review is aimed at comprehensively summarizing the alkynylative difunctionalization of alkenes, which is presented in terms of alkynylation‐initiated and alkynylation‐terminated difunctionalizations of alkenes. We hope that this review will help to encourage more researchers to further explore in this field.

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Section: Chemistry-a European Journalmentioning

confidence: 99%

The Alkynylative Difunctionalization of Alkenes

Huang

Chen

2022

Chemistry A European J

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“…In 2022, Wan and Chen explored similar reactivity using aryl triflates ( Scheme 42 ) [ 93 ]. The scope of aryl triflates was expansive with derivatives from biologically relevant compounds, like vanillin ( 227b ) and eugenol ( 227a ), being applicable.…”

Section: Reviewmentioning

confidence: 99%

Transition-metal-catalyzed domino reactions of strained bicyclic alkenes

Pounder¹,

Neufeld²,

Myler³

et al. 2023

Beilstein J. Org. Chem.

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This review presents a comprehensive overview of transition-metal-catalyzed domino reactions of strained bicyclic alkenes, including both homo- and heterobicyclic alkenes. These compounds are important synthons in organic synthesis, providing an important platform for the construction of biologically/medicinally significant compounds which bear multiple stereocenters. The review has been divided according to the metal used in the reaction. An overview of the substrate scope, reaction conditions, and their potential applications in organic synthesis is discussed. A comprehensive outlook on the reactivity paradigms of homo- and heterobicyclic alkenes is discussed and should shed light on future directions for further development in this field.

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Palladium-catalyzed stereo-selective three-component cis-1,2-arylalkynylation of bicyclic alkenes with aryltriflates and terminal alkynes

Cited by 2 publications

References 63 publications

The Alkynylative Difunctionalization of Alkenes

The Alkynylative Difunctionalization of Alkenes

Transition-metal-catalyzed domino reactions of strained bicyclic alkenes

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