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Literature DB >> 20426400

Alpha-arylation of 3-aryloxindoles.

Cheng-Kang Mai¹, Matthew F Sammons, Tarek Sammakia.

Abstract

A versatile method for the synthesis of 3,3-diaryloxindoles via Pd-catalyzed alpha-arylations or an S(N)Ar reaction is described. The reaction proceeds using mild base, is tolerant of a variety of functional groups, and is capable of preparing hindered all-carbon quaternary centers.

Entities: Chemical Disease Gene

Mesh：

Substances：

Year: 2010 PMID： 20426400 PMCID： PMC2896240 DOI： 10.1021/ol100666v

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

33 in total

1. The second total synthesis of diazonamide A.

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Journal: Angew Chem Int Ed Engl Date: 2003-04-17 Impact factor: 15.336

2. Chemistry and biology of diazonamide A: first total synthesis and confirmation of the true structure.

Authors: K C Nicolaou; David Y-K Chen; Xianhai Huang; Taotao Ling; Marco Bella; Scott A Snyder
Journal: J Am Chem Soc Date: 2004-10-13 Impact factor: 15.419

3. Syntheses and antiproliferative evaluation of oxyphenisatin derivatives.

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Journal: Bioorg Med Chem Lett Date: 2007-02-25 Impact factor: 2.823

Review 4. It all began with an error: the nomofungin/communesin story.

Authors: Peter Siengalewicz; Tanja Gaich; Johann Mulzer
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

5. Matching the chirality of monodentate N-heterocyclic carbene ligands: a case study on well-defined palladium complexes for the asymmetric alpha-arylation of amides.

Authors: Xinjun Luan; Ronaldo Mariz; Carine Robert; Michele Gatti; Sascha Blumentritt; Anthony Linden; Reto Dorta
Journal: Org Lett Date: 2008-12-18 Impact factor: 6.005

6. Transition metal-catalyzed direct arylation of substrates with activated sp3-hybridized C-H bonds and some of their synthetic equivalents with aryl halides and pseudohalides.

Authors: Fabio Bellina; Renzo Rossi
Journal: Chem Rev Date: 2010-02-10 Impact factor: 60.622

7. Enantioselective alpha-arylation of ketones with aryl triflates catalyzed by difluorphos complexes of palladium and nickel.

Authors: Xuebin Liao; Zhiqiang Weng; John F Hartwig
Journal: J Am Chem Soc Date: 2007-12-13 Impact factor: 15.419

Review 8. Pyrrolidinyl-spirooxindole natural products as inspirations for the development of potential therapeutic agents.

Authors: Chris V Galliford; Karl A Scheidt
Journal: Angew Chem Int Ed Engl Date: 2007 Impact factor: 15.336

9. Palladium-catalyzed enantioselective alpha-arylation and alpha-vinylation of oxindoles facilitated by an axially chiral P-stereogenic ligand.

Authors: Alexander M Taylor; Ryan A Altman; Stephen L Buchwald
Journal: J Am Chem Soc Date: 2009-07-29 Impact factor: 15.419

3. Efficient synthesis of 3H-indoles enabled by the lead-mediated α-arylation of β-ketoesters or γ-lactams using aryl azides.

Authors: Fei Zhou; Tom G Driver
Journal: Org Lett Date: 2014-05-27 Impact factor: 6.005

3 in total