Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine
The present work reports the synthesis of three new nitrogen-containing heteronuclear molecules (two pyrimidines and one pyrrolopyrimidine). Based on the 12 principles of green chemistry, chemical methodologies are planned and executed. Various phase transfer catalysts were examined in the crucial s...
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Format: | Article |
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Serbian Chemical Society
2023-01-01
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Series: | Journal of the Serbian Chemical Society |
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Online Access: | http://www.doiserbia.nb.rs/img/doi/0352-5139/2023/0352-51392200063U.pdf |
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author | Udayasri Allu Chandrasekhar Manchikanti M. Naga Brahmeswararao M.V. Varanasi Ganesh Ramakrishna Duggirala S. |
author_facet | Udayasri Allu Chandrasekhar Manchikanti M. Naga Brahmeswararao M.V. Varanasi Ganesh Ramakrishna Duggirala S. |
author_sort | Udayasri Allu |
collection | DOAJ |
description | The present work reports the synthesis of three new nitrogen-containing heteronuclear molecules (two pyrimidines and one pyrrolopyrimidine). Based on the 12 principles of green chemistry, chemical methodologies are planned and executed. Various phase transfer catalysts were examined in the crucial step to execute C–N bond formation (through the SnAr mechanism), TBAI was found to be a better option than those of TBAB and CTAB. The one-pot synthetic methodology was optimized involving Wittig olefination and bromination to achieve a key precursor for the synthesis of a new pyrrolopyrimidine. |
first_indexed | 2024-04-10T04:29:12Z |
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institution | Directory Open Access Journal |
issn | 0352-5139 1820-7421 |
language | English |
last_indexed | 2024-04-10T04:29:12Z |
publishDate | 2023-01-01 |
publisher | Serbian Chemical Society |
record_format | Article |
series | Journal of the Serbian Chemical Society |
spelling | doaj.art-1bdde7baa8e8429ba30a2bea02bf41732023-03-10T08:04:52ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391820-74212023-01-018811910.2298/JSC210804063U0352-51392200063UGreen chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidineUdayasri Allu0https://orcid.org/0000-0003-2231-6367Chandrasekhar Manchikanti M.1https://orcid.org/0000-0003-0251-2205Naga Brahmeswararao M.V.2Varanasi Ganesh3Ramakrishna Duggirala S.4https://orcid.org/0000-0003-0502-6480Department of Chemistry, Veer Surendra Sai University of Technology, Burla, Odisha, IndiaDepartment of Chemistry, Veer Surendra Sai University of Technology, Burla, Odisha, IndiaProdev Pharma (OPC) Pvt. Ltd, ALEAP Industrial Estate, Hyderabad, IndiaProdev Pharma (OPC) Pvt. Ltd, ALEAP Industrial Estate, Hyderabad, IndiaDepartment of Chemistry, Veer Surendra Sai University of Technology, Burla, Odisha, IndiaThe present work reports the synthesis of three new nitrogen-containing heteronuclear molecules (two pyrimidines and one pyrrolopyrimidine). Based on the 12 principles of green chemistry, chemical methodologies are planned and executed. Various phase transfer catalysts were examined in the crucial step to execute C–N bond formation (through the SnAr mechanism), TBAI was found to be a better option than those of TBAB and CTAB. The one-pot synthetic methodology was optimized involving Wittig olefination and bromination to achieve a key precursor for the synthesis of a new pyrrolopyrimidine.http://www.doiserbia.nb.rs/img/doi/0352-5139/2023/0352-51392200063U.pdftwelve principles of green chemistryphase transfer catalysisone-pot synthesiswittig olefinationsynthesis of new n-heterocyclic compoundshalogen solvent-free processescatalytic reactions |
spellingShingle | Udayasri Allu Chandrasekhar Manchikanti M. Naga Brahmeswararao M.V. Varanasi Ganesh Ramakrishna Duggirala S. Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine Journal of the Serbian Chemical Society twelve principles of green chemistry phase transfer catalysis one-pot synthesis wittig olefination synthesis of new n-heterocyclic compounds halogen solvent-free processes catalytic reactions |
title | Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine |
title_full | Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine |
title_fullStr | Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine |
title_full_unstemmed | Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine |
title_short | Green chemical principles based regioselective functionalization of 2,4,6-trichloropyrimidine-5-carbaldehyde: Application in the synthesis of new pyrimidines and pyrrolopyrimidine |
title_sort | green chemical principles based regioselective functionalization of 2 4 6 trichloropyrimidine 5 carbaldehyde application in the synthesis of new pyrimidines and pyrrolopyrimidine |
topic | twelve principles of green chemistry phase transfer catalysis one-pot synthesis wittig olefination synthesis of new n-heterocyclic compounds halogen solvent-free processes catalytic reactions |
url | http://www.doiserbia.nb.rs/img/doi/0352-5139/2023/0352-51392200063U.pdf |
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