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Literature DB >> 19082013

A microwave assisted intramolecular-furan-Diels-Alder approach to 4-substituted indoles.

Filip Petronijevic¹, Cody Timmons, Anthony Cuzzupe, Peter Wipf.

Abstract

The key steps of a versatile new protocol for the convergent synthesis of 3,4-disubstituted indoles are the addition of an alpha-lithiated alkylaminofuran to a carbonyl compound, a microwave-accelerated intramolecular Diels-Alder cycloaddition and an in situ double aromatization reaction.

Entities: Chemical

Mesh：

Substances：

Year: 2008 PMID： 19082013 PMCID： PMC2736609 DOI： 10.1039/b816989f

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

20 in total

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5. Cycloaddition-Rearrangement Sequence of 2-Amido Substituted Furans as a Method of Synthesizing Hexahydroindolinones.

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6. A Cycloaddition Approach toward the Synthesis of Substituted Indolines and Tetrahydroquinolines.

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7. Total synthesis of (+/-)-stenine using the IMDAF cycloaddition of a 2-methylthio-5-amido-substituted furan.

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8. Titanocene(III)-catalyzed formation of indolines and azaindolines.

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9. Synthesis of hydroxylated bicyclic amino acids from L-tyrosine: octahydro-1H-indole carboxylates.

Authors: Joshua G Pierce; Dhanalakshmi Kasi; Makoto Fushimi; Anthony Cuzzupe; Peter Wipf
Journal: J Org Chem Date: 2008-09-04 Impact factor: 4.354

10. Synthesis of Functionalized Isoindolinones: Addition of In Situ Generated Organoalanes to Acyliminium Ions.

Authors: Joshua G Pierce; David L Waller; Peter Wipf
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3. Eight-Step Enantioselective Total Synthesis of (-)-Cycloclavine.

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4. Indole synthesis: a review and proposed classification.

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5. 5-Hydroxyindoles by intramolecular alkynol-furan diels-alder cycloaddition.

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Review 6. Total synthesis, biosynthesis and biological profiles of clavine alkaloids.

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Journal: Org Biomol Chem Date: 2016-05-24 Impact factor: 3.876

7. Ynamide carbopalladation: a flexible route to mono-, bi- and tricyclic azacycles.

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