Synthesis of indole–cycloalkyl[b]pyridine hybrids via a four-component six-step tandem process

Synthesis of indole–cycloalkyl[b]pyridine hybrids via a four-component six-step tandem process

The one-pot four-component reaction of 3-(1H-indol-3-yl)-3-oxopropanenitriles, aromatic aldehydes, cycloalkanones and ammonium acetate occurred via a six-step tandem Knoevenagel condensation–nucleophilic addition to carbonyl–Michael addition–N-cyclization–elimination–air oxidation sequence to afford...

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Main Authors: Muthumani Muthu, Rakkappan Vishnu Priya, Abdulrahman I. Almansour, Raju Suresh Kumar, Raju Ranjith Kumar
Format: Article
Language:English
Published: Beilstein-Institut 2018-11-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
cycloalkyl[b]pyridine-3-carbonitrile
cyclododecanone
3-(1H-indol-3-yl)-3-oxopropanenitrile
tandem reaction
Online Access:https://doi.org/10.3762/bjoc.14.269
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spelling doaj-d01f27b48f3e4d9e94a61572e0d83a9a2021-02-02T00:30:42ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972018-11-011412907291510.3762/bjoc.14.2691860-5397-14-269Synthesis of indole–cycloalkyl[b]pyridine hybrids via a four-component six-step tandem processMuthumani Muthu0Rakkappan Vishnu Priya1Abdulrahman I. Almansour2Raju Suresh Kumar3Raju Ranjith Kumar4Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, Tamil Nadu, IndiaDepartment of Physics, Madura College, Madurai 625011, Tamil Nadu, IndiaDepartment of Chemistry, College of Science, King Saud University, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, Riyadh 11451, Saudi ArabiaDepartment of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, Tamil Nadu, IndiaThe one-pot four-component reaction of 3-(1H-indol-3-yl)-3-oxopropanenitriles, aromatic aldehydes, cycloalkanones and ammonium acetate occurred via a six-step tandem Knoevenagel condensation–nucleophilic addition to carbonyl–Michael addition–N-cyclization–elimination–air oxidation sequence to afford structurally intriguing indole–cycloalkyl[b]pyridine-3-carbonitrile hybrid heterocycles in excellent yields.https://doi.org/10.3762/bjoc.14.269cycloalkyl[b]pyridine-3-carbonitrilecyclododecanone3-(1H-indol-3-yl)-3-oxopropanenitriletandem reaction
collection DOAJ
language English
format Article
sources DOAJ
author Muthumani Muthu
Rakkappan Vishnu Priya
Abdulrahman I. Almansour
Raju Suresh Kumar
Raju Ranjith Kumar
spellingShingle Muthumani Muthu
Rakkappan Vishnu Priya
Abdulrahman I. Almansour
Raju Suresh Kumar
Raju Ranjith Kumar
Synthesis of indole–cycloalkyl[b]pyridine hybrids via a four-component six-step tandem process
Beilstein Journal of Organic Chemistry
cycloalkyl[b]pyridine-3-carbonitrile
cyclododecanone
3-(1H-indol-3-yl)-3-oxopropanenitrile
tandem reaction
author_facet Muthumani Muthu
Rakkappan Vishnu Priya
Abdulrahman I. Almansour
Raju Suresh Kumar
Raju Ranjith Kumar
author_sort Muthumani Muthu
title Synthesis of indole–cycloalkyl[b]pyridine hybrids via a four-component six-step tandem process
title_short Synthesis of indole–cycloalkyl[b]pyridine hybrids via a four-component six-step tandem process
title_full Synthesis of indole–cycloalkyl[b]pyridine hybrids via a four-component six-step tandem process
title_fullStr Synthesis of indole–cycloalkyl[b]pyridine hybrids via a four-component six-step tandem process
title_full_unstemmed Synthesis of indole–cycloalkyl[b]pyridine hybrids via a four-component six-step tandem process
title_sort synthesis of indole–cycloalkyl[b]pyridine hybrids via a four-component six-step tandem process
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2018-11-01
description The one-pot four-component reaction of 3-(1H-indol-3-yl)-3-oxopropanenitriles, aromatic aldehydes, cycloalkanones and ammonium acetate occurred via a six-step tandem Knoevenagel condensation–nucleophilic addition to carbonyl–Michael addition–N-cyclization–elimination–air oxidation sequence to afford structurally intriguing indole–cycloalkyl[b]pyridine-3-carbonitrile hybrid heterocycles in excellent yields.
topic cycloalkyl[b]pyridine-3-carbonitrile
cyclododecanone
3-(1H-indol-3-yl)-3-oxopropanenitrile
tandem reaction
url https://doi.org/10.3762/bjoc.14.269
work_keys_str_mv AT muthumanimuthu synthesisofindolecycloalkylbpyridinehybridsviaafourcomponentsixsteptandemprocess
AT rakkappanvishnupriya synthesisofindolecycloalkylbpyridinehybridsviaafourcomponentsixsteptandemprocess
AT abdulrahmanialmansour synthesisofindolecycloalkylbpyridinehybridsviaafourcomponentsixsteptandemprocess
AT rajusureshkumar synthesisofindolecycloalkylbpyridinehybridsviaafourcomponentsixsteptandemprocess
AT rajuranjithkumar synthesisofindolecycloalkylbpyridinehybridsviaafourcomponentsixsteptandemprocess
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