Literature DB >> 18491859

Palladium-catalyzed beta-allylation of 2,3-disubstituted indoles.

Natsuko Kagawa1, Jeremiah P Malerich, Viresh H Rawal.   

Abstract

Given the prevalence of the indole nucleus in biologically active compounds, the direct C3-functionalization of 2,3-disubstituted indoles represents an important problem. Described is a general, high-yielding method for the palladium-catalyzed beta-allylation of carba- and heterocycle fused indoles, including complex natural product substrates.

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Year:  2008        PMID： 18491859      PMCID： PMC3380807          DOI： 10.1021/ol8006277

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


  12 in total

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3.  Synthesis and functionalization of indoles through palladium-catalyzed reactions.

Authors:  Sandro Cacchi; Giancarlo Fabrizi
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4.  Pd-catalyzed C3-selective allylation of indoles with allyl alcohols promoted by triethylborane.

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7.  Palladium-catalyzed enantioselective C-3 allylation of 3-substituted-1H-indoles using trialkylboranes.

Authors:  Barry M Trost; Jean Quancard
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Journal:  J Am Chem Soc       Date:  2001-08-22       Impact factor: 15.419

10.  New versatile Pd-catalyzed alkylation of indoles via nucleophilic allylic substitution: controlling the regioselectivity.

Authors:  Marco Bandini; Alfonso Melloni; Achille Umani-Ronchi
Journal:  Org Lett       Date:  2004-09-02       Impact factor: 6.005
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  17 in total

1.  Regio- and Enantioselective Iridium-Catalyzed N-Allylation of Indoles and Related Azoles with Racemic Branched Alkyl-Substituted Allylic Acetates.

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2.  Palladium(0)-catalyzed arylative dearomatization of phenols.

Authors:  Sophie Rousseaux; Jorge García-Fortanet; Miguel Angel Del Aguila Sanchez; Stephen L Buchwald
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3.  Re-engineering natural products to engage new biological targets.

Authors:  Stephen E Motika; Paul J Hergenrother
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4.  Synthesis of 3,3'-Disubstituted Indolenines Utilizing the Lewis Acid Catalyzed Alkylation of 2,3-Disubstituted Indoles with Trichloroacetimidates.

Authors:  Arijit A Adhikari; Léa Radal; John D Chisholm
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5.  Palladium-catalyzed C3-benzylation of indoles.

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6.  A Tryptoline Ring-Distortion Strategy Leads to Complex and Diverse Biologically Active Molecules from the Indole Alkaloid Yohimbine.

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Review 7.  Dearomatization strategies in the synthesis of complex natural products.

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8.  Palladium-catalyzed dynamic kinetic asymmetric transformations of vinyl aziridines with nitrogen heterocycles: rapid access to biologically active pyrroles and indoles.

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9.  Palladium-catalyzed decarboxylative allylation and benzylation of N-alloc and N-Cbz indoles.

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10.  Rapid assembly of functionalised spirocyclic indolines by palladium-catalysed dearomatising diallylation of indoles with allyl acetate.

Authors:  Persis Dhankher; Laure Benhamou; Tom D Sheppard
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