Iron(III) chloride catalyzed synthesis of highly substituted indolyl-tetrahydroquinoline derivatives by using indolylnitroalkene as dienophiles and its application to the synthesis of indolo-benzonaphthyridine derivatives

Manoj R. Zanwar, Sachin D. Gawande, Veerababurao Kavala, Chun Wei Kuo, Ching Fa Yao

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

An efficient iron(III) chloride catalyzed synthesis of highly substituted indolyltetrahydroquinoline derivatives from easily available starting materials, including indolylnitroalkenes, substituted anilines and various aldehydes is reported. The reaction utilized strong electron deficient dienophiles like indolylnitroalkene via a Povarov approach. The methodology shows good functional group tolerance and can be used to prepare fused indolo-benzonaphthyridine derivatives.

Original languageEnglish
Pages (from-to)3849-3860
Number of pages12
JournalAdvanced Synthesis and Catalysis
Volume356
Issue number18
DOIs
Publication statusPublished - 2014 Dec 15

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Chlorides
Aniline Compounds
Iron
Derivatives
Aniline
Aldehydes
Functional groups
Electrons
1,2,3,4-tetrahydroquinoline

Keywords

  • Indolo-benzonaphthyridine
  • Indolylnitroalkene
  • Indolyltetrahydro quinoline
  • Iron(III) chloride

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

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abstract = "An efficient iron(III) chloride catalyzed synthesis of highly substituted indolyltetrahydroquinoline derivatives from easily available starting materials, including indolylnitroalkenes, substituted anilines and various aldehydes is reported. The reaction utilized strong electron deficient dienophiles like indolylnitroalkene via a Povarov approach. The methodology shows good functional group tolerance and can be used to prepare fused indolo-benzonaphthyridine derivatives.",
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T1 - Iron(III) chloride catalyzed synthesis of highly substituted indolyl-tetrahydroquinoline derivatives by using indolylnitroalkene as dienophiles and its application to the synthesis of indolo-benzonaphthyridine derivatives

AU - Zanwar, Manoj R.

AU - Gawande, Sachin D.

AU - Kavala, Veerababurao

AU - Kuo, Chun Wei

AU - Yao, Ching Fa

PY - 2014/12/15

Y1 - 2014/12/15

N2 - An efficient iron(III) chloride catalyzed synthesis of highly substituted indolyltetrahydroquinoline derivatives from easily available starting materials, including indolylnitroalkenes, substituted anilines and various aldehydes is reported. The reaction utilized strong electron deficient dienophiles like indolylnitroalkene via a Povarov approach. The methodology shows good functional group tolerance and can be used to prepare fused indolo-benzonaphthyridine derivatives.

AB - An efficient iron(III) chloride catalyzed synthesis of highly substituted indolyltetrahydroquinoline derivatives from easily available starting materials, including indolylnitroalkenes, substituted anilines and various aldehydes is reported. The reaction utilized strong electron deficient dienophiles like indolylnitroalkene via a Povarov approach. The methodology shows good functional group tolerance and can be used to prepare fused indolo-benzonaphthyridine derivatives.

KW - Indolo-benzonaphthyridine

KW - Indolylnitroalkene

KW - Indolyltetrahydro quinoline

KW - Iron(III) chloride

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