Synthesis of N-Substituted Indoles via Aqueous Ring-Closing Metathesis
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DOI: 10.1007/s10562-020-03271-3
Abstract: Abstract We report herein the synthesis of N -substituted indoles resulting from the ring-closing metathesis of indole precursors bearing N -terminal alkenes. The aqueous metathesis of the indole precursors gave good yields of N -substituted… read more here.
Keywords: metathesis; synthesis substituted; closing metathesis; substituted indoles ... See more keywords
Enantioselective synthesis of hetero-triarylmethanes by chiral phosphoric acid-catalyzed 1,4-addition of 3-substituted indoles with azadienes
Sign Up to like & getrecommendations! Published in 2021 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2021.152862
Abstract: Abstract An efficient catalytic enantioselective 1,4-addition reaction of 3-substituted indoles, pyrroles and furans with substitution of azadienes by a chrial phosphoric acid was developed. A large variety of C2 substituted triarylmethanes derivatives were achieved in… read more here.
Keywords: substituted indoles; phosphoric acid; addition; enantioselective synthesis ... See more keywords
Selectivity, Speciation, and Substrate Control in the Gold-Catalyzed Coupling of Indoles and Alkynes
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DOI: 10.1021/acs.organomet.2c00035.s001
Abstract: A convenient and mild protocol for the gold-catalyzed intermolecular coupling of substituted indoles with carbonyl-functionalized alkynes to give vinyl indoles is reported. This reaction affords 3-substituted indoles in high yield, and in contrast to the… read more here.
Keywords: speciation substrate; selectivity speciation; substituted indoles; gold ... See more keywords
Nickel-Catalyzed Direct Synthesis of N-Substituted Indoles from Amino Alcohols and Alcohols.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03617
Abstract: A one-pot cascade approach for the synthesis of N-substituted indoles from amino alcohols and alcohols under additive and base-free conditions with the liberation of water as the only stoichiometric byproduct is reported. The commercially available… read more here.
Keywords: synthesis substituted; indoles amino; alcohols alcohols; substituted indoles ... See more keywords
NaClO-Promoted Atroposelective Couplings of 3-Substituted Indoles with Amino Acid Derivatives.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b01638
Abstract: A new class of C-N axial chirality based on N-indole sulfonamides has been disclosed. This new axially chiral N-indole sulfonamides were constructed by NaClO-promoted couplings of 3-substituted indoles with chiral amino acid-based sulfonamides. A series… read more here.
Keywords: naclo promoted; amino acid; acid derivatives; couplings substituted ... See more keywords
Enantioselective Friedel–Crafts C2-alkylation of 3-substituted indoles with trifluoropyruvates and cyclic N-sulfonyl α-ketiminoesters
Sign Up to like & getrecommendations! Published in 2018 at "Organic chemistry frontiers"
DOI: 10.1039/c7qo01014a
Abstract: Enantioselective Friedel–Crafts C2-alkylation reactions of 3-substituted indoles with trifluoropyruvates and cyclic N-sulfonyl α-ketiminoesters were developed by using the complexes of Cu(OTf)2 or Zn(OTf)2 with chiral bisoxazoline ligands. A range of chiral indole-containing trifluoromethylated α-hydroxyesters and… read more here.
Keywords: crafts alkylation; enantioselective friedel; friedel crafts; indoles trifluoropyruvates ... See more keywords
Regioselectivity of the SEAr-based cyclizations and SEAr-terminated annulations of 3,5-unsubstituted, 4-substituted indoles
Sign Up to like & getrecommendations! Published in 2022 at "Beilstein Journal of Organic Chemistry"
DOI: 10.3762/bjoc.18.33
Abstract: Indole-3,4- and 4,5-fused carbo- and heterocycles are ubiquitous in bioactive natural products and pharmaceuticals, and hence, a variety of synthetic approaches toward such compounds have been developed. Among these, cyclization and annulation of 3,5-unsubstituted, 4-substituted… read more here.
Keywords: unsubstituted substituted; regioselectivity sear; sear based; based cyclizations ... See more keywords