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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Beilstein-Institut
2021-08-01
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Series: | Beilstein Journal of Organic Chemistry |
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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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format | Article |
id | doaj.art-f811ee9aa26b42d5a9ffc44115708c5d |
institution | Directory Open Access Journal |
issn | 1860-5397 |
language | English |
last_indexed | 2024-12-16T14:40:14Z |
publishDate | 2021-08-01 |
publisher | Beilstein-Institut |
record_format | Article |
series | Beilstein Journal of Organic Chemistry |
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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