Fischer Indole Synthesis

doi:10.1002/9781118695692.ch2

Indole Ring Synthesis 2016

DOI: 10.1002/9781118695692.ch2

|View full text |Cite

Fischer Indole Synthesis

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2019

2024

Publication Types

Select...

Article3

Relationship

Self Cite0

Independent3

Authors

Journals

Cited by 3 publications

(1 citation statement)

References 391 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Among the numerous methods for accessing indoles, the Fischer indole synthesis (FIS) introduced by Fischer in 1883 , continues to be commonly employed, with applications spanning small-scale drug discovery programs to large-scale manufacturing processes. , In a typical FIS, an aryl hydrazine is condensed with a carbonyl species (ketone or aldehyde) to provide the corresponding hydrazone that cyclizes in the presence of a Brønsted or Lewis acid at, generally, high temperatures (Scheme B).…”

mentioning

confidence: 99%

A Halogen-Atom Transfer (XAT)-Based Approach to Indole Synthesis Using Aryl Diazonium Salts and Alkyl Iodides

et al. 2022

View full text Add to dashboard Cite

Indoles are among the most important N-heterocycles in pharmaceuticals. Here, we present an alternative to the classic Fischer indole synthesis based on the radical coupling between aryl diazoniums and alkyl iodides. This iron-mediated strategy features a double role for the aryl diazoniums that sequentially activate the alkyl iodides through halogen-atom transfer and then serve as radical acceptors. The process operates under mild conditions and enables the preparation of densely functionalized indoles.

show abstract

mentioning

confidence: 99%

A Halogen-Atom Transfer (XAT)-Based Approach to Indole Synthesis Using Aryl Diazonium Salts and Alkyl Iodides

et al. 2022

View full text Add to dashboard Cite

show abstract

Heumann Indole Flow Chemistry Process

et al. 2019

View full text Add to dashboard Cite

Continuous flow chemistry has improved efficiency in the Heumann indole process. 3-Substituted indoles were prepared by three flow steps performed in succession in better overall yield and shorter reaction times relative to their batch counterparts. Novel 3-alkyl and 3-methoxyindoles were synthesized from their corresponding amino ketone and ester precursors by flow sequences featuring base-free alkylation with methyl bromoacetate in DMF, saponification, and cyclization with acetic anhydride and Et 3 N.

show abstract

A general approach to construct selenopheno[3,2-b]indole-cored molecules using Fischer indolization

Irgashev,

Steparuk

2024

Org. Biomol. Chem.

View full text Add to dashboard Cite

A wide series of various selenopheno[3,2-b]indole-based compounds, including 2-aryl-substituted selenopheno[3,2-b]indoles as well as derivatives of benzo[4,5]selenopheno[3,2-b]indole, pyrido[3',2':4,5]selenopheno[3,2-b]indole, pyrazino[2',3':4,5]selenopheno[3,2-b]indole and chromeno[3',4':4,5]selenopheno[3,2-b]indol-6-one were prepared from the appropriate 3-aminoselenophen-2-carboxylates according one-pot two-step procedure...

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.

Fischer Indole Synthesis

Cited by 3 publications

References 391 publications

A Halogen-Atom Transfer (XAT)-Based Approach to Indole Synthesis Using Aryl Diazonium Salts and Alkyl Iodides

A Halogen-Atom Transfer (XAT)-Based Approach to Indole Synthesis Using Aryl Diazonium Salts and Alkyl Iodides

Heumann Indole Flow Chemistry Process

A general approach to construct selenopheno[3,2-b]indole-cored molecules using Fischer indolization

Contact Info

Product

Resources

About