Literature DB >> 24255969

Brönsted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans.

Alexey Kuznetsov1, Anton Makarov, Aleksandr E Rubtsov, Alexander V Butin, Vladimir Gevorgyan.   

Abstract

Brönsted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans has been developed. This method operates via the in situ formation of aminobenzylfuran, followed by its recyclization into the indole core. The method proved to be efficient for substrates possessing different functional groups, including -OMe, -CO2Cy, and -Br. The resulting indoles can easily be transformed into diverse scaffolds, including 2,3- and 1,2-fused indoles, and indoles possessing an α,β-unsaturated ketone moiety at the C-2 position.

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Year:  2013        PMID: 24255969      PMCID: PMC3923594          DOI: 10.1021/jo402132p

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  33 in total

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2.  N-heterocyclic-carbene-catalyzed synthesis of 2-aryl indoles.

Authors:  M Todd Hovey; Christopher T Check; Alexandra F Sipher; Karl A Scheidt
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Review 3.  Synthesis of indole derivatives as prevalent moieties present in selected alkaloids.

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Journal:  RSC Adv       Date:  2021-10-15       Impact factor: 4.036

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Journal:  ACS Omega       Date:  2021-07-08

5.  An approach to cyclohepta[b]indoles through an allenamide (4 + 3) cycloaddition-Grignard cyclization-Chugaev elimination sequence.

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  5 in total

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