Facile and innovative catalytic protocol for intramolecular Friedel–Crafts cyclization of Morita–Baylis–Hillman adducts: Synergistic combination of chiral (salen)chromium(III)/BF3·OEt2 catalysis

The chiral (salen)Cr(III)/BF3·OEt2 catalytic combination was found to be an effective catalyst for intramolecular Friedel–Crafts cyclization of electron-deficient Morita–Baylis–Hillman adducts. In presence of mild reaction conditions the chiral (salen)Cr(III)/BF3·OEt2 complex affords 2-substituted-1...

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Main Authors: Karthikeyan Soundararajan, Helen Ratna Monica Jeyarajan, Raju Subimol Kamarajapurathu, Karthik Krishna Kumar Ayyanoth
Format: Article
Language:English
Published: Beilstein-Institut 2021-08-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.17.140
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author Karthikeyan Soundararajan
Helen Ratna Monica Jeyarajan
Raju Subimol Kamarajapurathu
Karthik Krishna Kumar Ayyanoth
author_facet Karthikeyan Soundararajan
Helen Ratna Monica Jeyarajan
Raju Subimol Kamarajapurathu
Karthik Krishna Kumar Ayyanoth
author_sort Karthikeyan Soundararajan
collection DOAJ
description The chiral (salen)Cr(III)/BF3·OEt2 catalytic combination was found to be an effective catalyst for intramolecular Friedel–Crafts cyclization of electron-deficient Morita–Baylis–Hillman adducts. In presence of mild reaction conditions the chiral (salen)Cr(III)/BF3·OEt2 complex affords 2-substituted-1H-indenes from unique substrates of Morita–Baylis–Hillman adducts via an easy operating practical procedure.
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spelling doaj.art-f811ee9aa26b42d5a9ffc44115708c5d2022-12-21T22:27:58ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972021-08-011712186219310.3762/bjoc.17.1401860-5397-17-140Facile and innovative catalytic protocol for intramolecular Friedel–Crafts cyclization of Morita–Baylis–Hillman adducts: Synergistic combination of chiral (salen)chromium(III)/BF3·OEt2 catalysisKarthikeyan Soundararajan0Helen Ratna Monica Jeyarajan1Raju Subimol Kamarajapurathu2Karthik Krishna Kumar Ayyanoth3Organic and Material Chemistry Research Laboratory, The American College, Madurai, Tamil Nadu, IndiaOrganic and Material Chemistry Research Laboratory, The American College, Madurai, Tamil Nadu, IndiaDepartment of Chemistry, Fatima College, Madurai, Tamil Nadu, IndiaOrganic and Material Chemistry Research Laboratory, The American College, Madurai, Tamil Nadu, IndiaThe chiral (salen)Cr(III)/BF3·OEt2 catalytic combination was found to be an effective catalyst for intramolecular Friedel–Crafts cyclization of electron-deficient Morita–Baylis–Hillman adducts. In presence of mild reaction conditions the chiral (salen)Cr(III)/BF3·OEt2 complex affords 2-substituted-1H-indenes from unique substrates of Morita–Baylis–Hillman adducts via an easy operating practical procedure.https://doi.org/10.3762/bjoc.17.140boron trifluoride etheratechiral (salen)chromium(iii)intramolecular friedel–crafts cyclizationmorita–baylis–hillman adductssubstituted-1h-indenes
spellingShingle Karthikeyan Soundararajan
Helen Ratna Monica Jeyarajan
Raju Subimol Kamarajapurathu
Karthik Krishna Kumar Ayyanoth
Facile and innovative catalytic protocol for intramolecular Friedel–Crafts cyclization of Morita–Baylis–Hillman adducts: Synergistic combination of chiral (salen)chromium(III)/BF3·OEt2 catalysis
Beilstein Journal of Organic Chemistry
boron trifluoride etherate
chiral (salen)chromium(iii)
intramolecular friedel–crafts cyclization
morita–baylis–hillman adducts
substituted-1h-indenes
title Facile and innovative catalytic protocol for intramolecular Friedel–Crafts cyclization of Morita–Baylis–Hillman adducts: Synergistic combination of chiral (salen)chromium(III)/BF3·OEt2 catalysis
title_full Facile and innovative catalytic protocol for intramolecular Friedel–Crafts cyclization of Morita–Baylis–Hillman adducts: Synergistic combination of chiral (salen)chromium(III)/BF3·OEt2 catalysis
title_fullStr Facile and innovative catalytic protocol for intramolecular Friedel–Crafts cyclization of Morita–Baylis–Hillman adducts: Synergistic combination of chiral (salen)chromium(III)/BF3·OEt2 catalysis
title_full_unstemmed Facile and innovative catalytic protocol for intramolecular Friedel–Crafts cyclization of Morita–Baylis–Hillman adducts: Synergistic combination of chiral (salen)chromium(III)/BF3·OEt2 catalysis
title_short Facile and innovative catalytic protocol for intramolecular Friedel–Crafts cyclization of Morita–Baylis–Hillman adducts: Synergistic combination of chiral (salen)chromium(III)/BF3·OEt2 catalysis
title_sort facile and innovative catalytic protocol for intramolecular friedel crafts cyclization of morita baylis hillman adducts synergistic combination of chiral salen chromium iii bf3·oet2 catalysis
topic boron trifluoride etherate
chiral (salen)chromium(iii)
intramolecular friedel–crafts cyclization
morita–baylis–hillman adducts
substituted-1h-indenes
url https://doi.org/10.3762/bjoc.17.140
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