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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...

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Detalles Bibliográficos
Autores principales: Gorja, Dhilli Rao, Kumar, K Shiva, Mukkanti, K, Pal, Manojit
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2011
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.
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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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