Heteroannulations of cyanoacetamide-based MCR scaffolds utilizing formamide
C1 chemistry has a central role in the efficient utilization of single-carbon molecules, contributing significantly to sustainability, innovation and economic growth across various sectors. In this study, we present an efficient and rapid method for synthesizing a variety of heteroannulated pyrimido...
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2025-01-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.21.13 |
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| author | Marios Zingiridis Danae Papachristodoulou Despoina Menegaki Konstantinos G. Froudas Constantinos G. Neochoritis |
| author_facet | Marios Zingiridis Danae Papachristodoulou Despoina Menegaki Konstantinos G. Froudas Constantinos G. Neochoritis |
| author_sort | Marios Zingiridis |
| collection | DOAJ |
| description | C1 chemistry has a central role in the efficient utilization of single-carbon molecules, contributing significantly to sustainability, innovation and economic growth across various sectors. In this study, we present an efficient and rapid method for synthesizing a variety of heteroannulated pyrimidones using cyanoacetamide-based multicomponent reaction (MCR) chemistry. By utilizing specific MCR-based scaffolds as precursors and employing the abundant and inexpensive formamide as a C1 feedstock under neat conditions, we were able to efficiently access substituted thieno-, quinolino- and indolopyrimidones without the need of column chromatography. Further, a single-crystal X-ray structure was obtained, revealing certain geometrical features. |
| format | Article |
| id | doaj-art-e832963e032640aab979cdf96a4013e1 |
| institution | Kabale University |
| issn | 1860-5397 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj-art-e832963e032640aab979cdf96a4013e12025-02-03T09:10:17ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972025-01-0121121722510.3762/bjoc.21.131860-5397-21-13Heteroannulations of cyanoacetamide-based MCR scaffolds utilizing formamideMarios Zingiridis0Danae Papachristodoulou1Despoina Menegaki2Konstantinos G. Froudas3Constantinos G. Neochoritis4Department of Chemistry, University of Crete, Voutes, 71003 Heraklion, Greece Department of Chemistry, University of Crete, Voutes, 71003 Heraklion, Greece Department of Chemistry, University of Crete, Voutes, 71003 Heraklion, Greece Department of Chemistry, University of Crete, Voutes, 71003 Heraklion, Greece Department of Chemistry, University of Crete, Voutes, 71003 Heraklion, Greece C1 chemistry has a central role in the efficient utilization of single-carbon molecules, contributing significantly to sustainability, innovation and economic growth across various sectors. In this study, we present an efficient and rapid method for synthesizing a variety of heteroannulated pyrimidones using cyanoacetamide-based multicomponent reaction (MCR) chemistry. By utilizing specific MCR-based scaffolds as precursors and employing the abundant and inexpensive formamide as a C1 feedstock under neat conditions, we were able to efficiently access substituted thieno-, quinolino- and indolopyrimidones without the need of column chromatography. Further, a single-crystal X-ray structure was obtained, revealing certain geometrical features.https://doi.org/10.3762/bjoc.21.132-amino-substituted heterocyclescyanoacetamidegewald reactionmulticomponent reaction (mcr)pyrimidine |
| spellingShingle | Marios Zingiridis Danae Papachristodoulou Despoina Menegaki Konstantinos G. Froudas Constantinos G. Neochoritis Heteroannulations of cyanoacetamide-based MCR scaffolds utilizing formamide Beilstein Journal of Organic Chemistry 2-amino-substituted heterocycles cyanoacetamide gewald reaction multicomponent reaction (mcr) pyrimidine |
| title | Heteroannulations of cyanoacetamide-based MCR scaffolds utilizing formamide |
| title_full | Heteroannulations of cyanoacetamide-based MCR scaffolds utilizing formamide |
| title_fullStr | Heteroannulations of cyanoacetamide-based MCR scaffolds utilizing formamide |
| title_full_unstemmed | Heteroannulations of cyanoacetamide-based MCR scaffolds utilizing formamide |
| title_short | Heteroannulations of cyanoacetamide-based MCR scaffolds utilizing formamide |
| title_sort | heteroannulations of cyanoacetamide based mcr scaffolds utilizing formamide |
| topic | 2-amino-substituted heterocycles cyanoacetamide gewald reaction multicomponent reaction (mcr) pyrimidine |
| url | https://doi.org/10.3762/bjoc.21.13 |
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