Silver-catalyzed P-centered anion nucleophilic addition to isocyanide: access to 2-phosphinoyl indoles/indol-3-ols

Liu, Yong; Jia, Mengying; Wang, Guodong; Yang, Wenhui; Xu, Xianxiu

doi:10.1039/d4cc01984a

Chem. Commun.

2024

DOI: 10.1039/d4cc01984a

|View full text |Cite

Silver-catalyzed P-centered anion nucleophilic addition to isocyanide: access to 2-phosphinoyl indoles/indol-3-ols

Yong Liu,

Mengying Jia,

Guodong Wang

et al.

Abstract: A silver-catalyzed P-centered anion-initiated cascade reaction of functionalized arylisocyanides with H-phosphorus oxides was established for the expeditious synthesis of various 2-phosphinoyl-indole/-indol-3-ol derivatives.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2024

Publication Types

Select...

Article2

Relationship

Self Cite0

Independent2

Authors

Journals

Cited by 2 publications

References 54 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

Manganese-Catalyzed Cycloalkene Ring Expansion Synthesis of Azaheterocycles

Wang,

Xu,

Han

et al. 2024

Org. Lett.

View full text Add to dashboard Cite

Herein, a Mn catalytic protocol has been developed for the cycloalkene ring expansion synthesis of azaheterocycles, allowing broad-substrate-scope access to pyridine and isoquinoline derivatives. The initial monoaddition of an azidyl radical to alkene and further as-generated C-radical addition to O 2 , followed by intramolecular rearrangement and aromatization, showcase a distinct Mn-catalyzed radical reactivity mode. The reaction features a short reaction time and a broad substrate scope, with applications demonstrated in complex structure elaboration and gram-scale vismodegib synthesis.

show abstract

Manganese-Catalyzed Cycloalkene Ring Expansion Synthesis of Azaheterocycles

Wang,

Xu,

Han

et al. 2024

Org. Lett.

View full text Add to dashboard Cite

show abstract

Selective Synthesis of Mono- and Bis-Phosphorylated (Dihydro)pyrans via TMSCl-Mediated Cascade Phosphorylation Cycloisomerization of Enynones

Qiu,

Wang,

Cao

et al. 2024

Org. Lett.

View full text Add to dashboard Cite

A chlorotrimethylsilane (TMSCl)-mediated cascade phosphorylation and cycloisomerization of enynones with diphenylphosphine oxides is presented. This methodology enables the highly selective synthesis of monophosphorylated 2H-pyrans and bisphosphorylated dihydropyrans through precise solvent-reagent stoichiometry control. The strategy demonstrated excellent functional group compatibility and high yields (up to 96%), providing facile access to structurally diverse phosphorylated heterocycles with potential applications in medicinal chemistry and materials science.

show abstract

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

customersupport@researchsolutions.com

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

Silver-catalyzed P-centered anion nucleophilic addition to isocyanide: access to 2-phosphinoyl indoles/indol-3-ols

Abstract: A silver-catalyzed P-centered anion-initiated cascade reaction of functionalized arylisocyanides with H-phosphorus oxides was established for the expeditious synthesis of various 2-phosphinoyl-indole/-indol-3-ol derivatives.

Cited by 2 publications

References 54 publications

Manganese-Catalyzed Cycloalkene Ring Expansion Synthesis of Azaheterocycles

Manganese-Catalyzed Cycloalkene Ring Expansion Synthesis of Azaheterocycles

Selective Synthesis of Mono- and Bis-Phosphorylated (Dihydro)pyrans via TMSCl-Mediated Cascade Phosphorylation Cycloisomerization of Enynones

Contact Info

Product

Resources

About