Gold‐catalyzed Cycloisomerization of 2‐Aryl‐2‐(arylamino)‐3‐butyn‐1‐ols toward 2‐(2′‐Aminoaryl)‐2,5‐dihydrofurans

Yang, Jianlin; Wu, Y.-Q.; Zhang, Ming; Zhu, Dunru; Shen, Ruwei

doi:10.1002/adsc.201701638

Cited by 5 publications

(1 citation statement)

References 67 publications

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“…Shen and co-workers have reported gold-catalyzed tandem hydroalkoxylation-rearrangement cascade for the synthesis of dihydrofuran (Scheme 44). [49] The reaction of terminal alkynol 108 with 5 mol % of Ph 3 PAuCl and 5 mol % of AgSbF 6 gave dihydrofurans 109 in good yield. The reaction mechanism involved initial endo-dig hydroalkoxylation to generate enol ether Int-S.…”

Section: Transition-metal-catalyzed Intramolecular Hydroalkoxylation Cascadesmentioning

confidence: 99%

Transition Metal‐Catalyzed Hydroalkoxylation of Alkynes: An Overview

Nanda

Mallik

2021

Chemistry A European J

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Oxygen-bearing motifs, mainly the congener heterocycles are ubiquitous due to their presence in various natural products and bioactive scaffolds. Although in literature, several strategies have been developed for their synthesis, hydroalkoxylation of alkynes has come forward as a method of choice and has been used extensively. In particular, hydroalkoxylation of alkynes has gained enormous attention from the synthetic community due to the rapid access to a very useful and reactive synthetic intermediate like 'enol ether'. Furthermore, to manifold the utility of these methods, reports have been developed elaborating the generation of 'enol ether' using hydroalkoxylation and their usage in various reactions in cascade or tandem manner. This review focuses on recent development on the hydroalkoxylation of alkynes for the synthesis of oxygen-containing entities.

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Section: Transition-metal-catalyzed Intramolecular Hydroalkoxylation Cascadesmentioning

confidence: 99%

Transition Metal‐Catalyzed Hydroalkoxylation of Alkynes: An Overview

Nanda

Mallik

2021

Chemistry A European J

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Reductive Denitrogenation of Six‐membered Cyclic Nitronates to Densely Substituted Dihydrofurans with Raney® Nickel/AcOH System

Pospelov,

Zhirov,

Kamidolla

et al. 2023

Adv Synth Catal

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A protocol for the synthesis of 2,3‐dihydrofurans by reductive denitrogenation/ring contraction of 6‐membered cyclic nitronates was developed. The process utilizes cheap Raney® nickel both as catalyst and stoichiometric agent without the need for high‐pressure equipment. The products are formed in high purity and column chromatography is often not required. Studies on the substrate scope, functional group tolerance, and mechanism were performed. The developed approach provides a straightforward two‐step access to densely substituted 2,3‐dihydrofurans from nitrostyrenes and alkenes.

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Hydrooxygenation of C–C π-Bonds

Li,

Shi,

et al. 2024

Reference Module in Chemistry, Molecular Sciences and Chemical Engineering

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Gold‐catalyzed Cycloisomerization of 2‐Aryl‐2‐(arylamino)‐3‐butyn‐1‐ols toward 2‐(2′‐Aminoaryl)‐2,5‐dihydrofurans

Cited by 5 publications

References 67 publications

Transition Metal‐Catalyzed Hydroalkoxylation of Alkynes: An Overview

Transition Metal‐Catalyzed Hydroalkoxylation of Alkynes: An Overview

Reductive Denitrogenation of Six‐membered Cyclic Nitronates to Densely Substituted Dihydrofurans with Raney® Nickel/AcOH System

Hydrooxygenation of C–C π-Bonds

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