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C–C (alkynylation) vs C–O (ether) bond formation under Pd/C–Cu catalysis: synthesis and pharmacological evaluation of 4-alkynylthieno[2,3-d]pyrimidines
The Pd/C–CuI–PPh(3) catalytic system facilitated C–C bond formation between 4-chlorothieno[2,3-d]pyrimidines and terminal alkynes in methanol with high selectivity without generating any significant side products arising from C–O bond formation between the chloro compounds and methanol. A variety of...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
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Beilstein-Institut
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3079124/ https://www.ncbi.nlm.nih.gov/pubmed/21512602 http://dx.doi.org/10.3762/bjoc.7.44 |
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author | Gorja, Dhilli Rao Kumar, K Shiva Mukkanti, K Pal, Manojit |
author_facet | Gorja, Dhilli Rao Kumar, K Shiva Mukkanti, K Pal, Manojit |
author_sort | Gorja, Dhilli Rao |
collection | PubMed |
description | The Pd/C–CuI–PPh(3) catalytic system facilitated C–C bond formation between 4-chlorothieno[2,3-d]pyrimidines and terminal alkynes in methanol with high selectivity without generating any significant side products arising from C–O bond formation between the chloro compounds and methanol. A variety of novel 4-alkynylthieno[2,3- d]pyrimidines were prepared via alkynylation of 4-chlorothieno[2,3-d]pyrimidines in good to excellent yields. Some of the compounds synthesized were tested for cytotoxic activity in vitro. |
format | Text |
id | pubmed-3079124 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-30791242011-04-21 C–C (alkynylation) vs C–O (ether) bond formation under Pd/C–Cu catalysis: synthesis and pharmacological evaluation of 4-alkynylthieno[2,3-d]pyrimidines Gorja, Dhilli Rao Kumar, K Shiva Mukkanti, K Pal, Manojit Beilstein J Org Chem Full Research Paper The Pd/C–CuI–PPh(3) catalytic system facilitated C–C bond formation between 4-chlorothieno[2,3-d]pyrimidines and terminal alkynes in methanol with high selectivity without generating any significant side products arising from C–O bond formation between the chloro compounds and methanol. A variety of novel 4-alkynylthieno[2,3- d]pyrimidines were prepared via alkynylation of 4-chlorothieno[2,3-d]pyrimidines in good to excellent yields. Some of the compounds synthesized were tested for cytotoxic activity in vitro. Beilstein-Institut 2011-03-21 /pmc/articles/PMC3079124/ /pubmed/21512602 http://dx.doi.org/10.3762/bjoc.7.44 Text en Copyright © 2011, Gorja et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Full Research Paper Gorja, Dhilli Rao Kumar, K Shiva Mukkanti, K Pal, Manojit C–C (alkynylation) vs C–O (ether) bond formation under Pd/C–Cu catalysis: synthesis and pharmacological evaluation of 4-alkynylthieno[2,3-d]pyrimidines |
title | C–C (alkynylation) vs C–O (ether) bond formation under Pd/C–Cu catalysis: synthesis and pharmacological evaluation of 4-alkynylthieno[2,3-d]pyrimidines |
title_full | C–C (alkynylation) vs C–O (ether) bond formation under Pd/C–Cu catalysis: synthesis and pharmacological evaluation of 4-alkynylthieno[2,3-d]pyrimidines |
title_fullStr | C–C (alkynylation) vs C–O (ether) bond formation under Pd/C–Cu catalysis: synthesis and pharmacological evaluation of 4-alkynylthieno[2,3-d]pyrimidines |
title_full_unstemmed | C–C (alkynylation) vs C–O (ether) bond formation under Pd/C–Cu catalysis: synthesis and pharmacological evaluation of 4-alkynylthieno[2,3-d]pyrimidines |
title_short | C–C (alkynylation) vs C–O (ether) bond formation under Pd/C–Cu catalysis: synthesis and pharmacological evaluation of 4-alkynylthieno[2,3-d]pyrimidines |
title_sort | c–c (alkynylation) vs c–o (ether) bond formation under pd/c–cu catalysis: synthesis and pharmacological evaluation of 4-alkynylthieno[2,3-d]pyrimidines |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3079124/ https://www.ncbi.nlm.nih.gov/pubmed/21512602 http://dx.doi.org/10.3762/bjoc.7.44 |
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