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Literature DB >> 18798615

Synthesis of indoles via domino reaction of N-aryl amides and ethyl diazoacetate.

Sun-Liang Cui¹, Jing Wang, Yan-Guang Wang.

Abstract

A general and concise synthesis of functionalized indoles via domino reaction of N-aryl amides and ethyl diazoacetate has been developed. The methodology offers a great potential for the synthesis of biologically active and naturally occurring indole derivatives.

Entities: Chemical

Mesh：

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Year: 2008 PMID： 18798615 DOI： 10.1021/ja805706r

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

11 in total

1. Domino access to highly substituted chromans and isochromans from carbohydrates.

Authors: Markus Leibeling; Dennis C Koester; Martin Pawliczek; Svenia C Schild; Daniel B Werz
Journal: Nat Chem Biol Date: 2010-01-24 Impact factor: 15.040

2. A multi-component domino reaction for the direct access to polyfunctionalized indoles via intermolecular allylic esterification and indolation.

Authors: Bo Jiang; Mian-Shuai Yi; Feng Shi; Shu-Jiang Tu; Suresh Pindi; Patrick McDowell; Guigen Li
Journal: Chem Commun (Camb) Date: 2011-10-31 Impact factor: 6.222

3. Fe(II)-catalyzed amination of aromatic C-H bonds via ring opening of 2H-azirines: synthesis of 2,3-disubstituted indoles.

Authors: Samaresh Jana; Mack D Clements; Barry K Sharp; Nan Zheng
Journal: Org Lett Date: 2010-09-03 Impact factor: 6.005

Synthesis of indoles via domino reaction of N-aryl amides and ethyl diazoacetate.

1. Domino access to highly substituted chromans and isochromans from carbohydrates.

2. A multi-component domino reaction for the direct access to polyfunctionalized indoles via intermolecular allylic esterification and indolation.

3. Fe(II)-catalyzed amination of aromatic C-H bonds via ring opening of 2H-azirines: synthesis of 2,3-disubstituted indoles.

4. Triflic anhydride mediated synthesis of 3,4-dihydroquinazolines: a three-component one-pot tandem procedure.

5. Direct Observation of Intermediates Involved in the Interruption of the Bischler-Napieralski Reaction.

6. A Novel Class of 7-Membered Heterocyclic Compounds.

7. Indole synthesis: a review and proposed classification.

8. Lewis acid catalyzed indole synthesis via intramolecular nucleophilic attack of phenyldiazoacetates to iminium ions.

9. Amidine dications as superelectrophiles.

10. Chemoselective α-Sulfidation of Amides Using Sulfoxide Reagents.