Isocyanide Multicomponent Reactions on Solid Phase: State of the Art and Future Application
Drug discovery efforts largely depend on access to structural diversity. Multicomponent reactions allow for time-efficient chemical transformations and provide advanced intermediates with three or four points of diversification for further expansion to a structural variety of organic molecules. This...
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Format: | Article |
Language: | English |
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MDPI AG
2020-12-01
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Series: | International Journal of Molecular Sciences |
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Online Access: | https://www.mdpi.com/1422-0067/21/23/9160 |
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author | Naděžda Cankařová Viktor Krchňák |
author_facet | Naděžda Cankařová Viktor Krchňák |
author_sort | Naděžda Cankařová |
collection | DOAJ |
description | Drug discovery efforts largely depend on access to structural diversity. Multicomponent reactions allow for time-efficient chemical transformations and provide advanced intermediates with three or four points of diversification for further expansion to a structural variety of organic molecules. This review is aimed at solid-phase syntheses of small molecules involving isocyanide-based multicomponent reactions. The majority of all reported syntheses employ the Ugi four-component reaction. The review also covers the Passerini and Groebke-Blackburn-Bienaymé reactions. To date, the main advantages of the solid-phase approach are the ability to prepare chemical libraries intended for biological screening and elimination of the isocyanide odor. However, the potential of multicomponent reactions has not been fully exploited. The unexplored avenues of these reactions, including chiral frameworks, DNA-encoded libraries, eco-friendly synthesis, and chiral auxiliary reactions, are briefly outlined. |
first_indexed | 2024-03-10T14:23:59Z |
format | Article |
id | doaj.art-1fd0fff2bd764b879453dffbd49cdd33 |
institution | Directory Open Access Journal |
issn | 1661-6596 1422-0067 |
language | English |
last_indexed | 2024-03-10T14:23:59Z |
publishDate | 2020-12-01 |
publisher | MDPI AG |
record_format | Article |
series | International Journal of Molecular Sciences |
spelling | doaj.art-1fd0fff2bd764b879453dffbd49cdd332023-11-20T23:09:11ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672020-12-012123916010.3390/ijms21239160Isocyanide Multicomponent Reactions on Solid Phase: State of the Art and Future ApplicationNaděžda Cankařová0Viktor Krchňák1Department of Organic Chemistry, Faculty of Science, Palacký University, 17. listopadu 12, 779 00 Olomouc, Czech RepublicDepartment of Organic Chemistry, Faculty of Science, Palacký University, 17. listopadu 12, 779 00 Olomouc, Czech RepublicDrug discovery efforts largely depend on access to structural diversity. Multicomponent reactions allow for time-efficient chemical transformations and provide advanced intermediates with three or four points of diversification for further expansion to a structural variety of organic molecules. This review is aimed at solid-phase syntheses of small molecules involving isocyanide-based multicomponent reactions. The majority of all reported syntheses employ the Ugi four-component reaction. The review also covers the Passerini and Groebke-Blackburn-Bienaymé reactions. To date, the main advantages of the solid-phase approach are the ability to prepare chemical libraries intended for biological screening and elimination of the isocyanide odor. However, the potential of multicomponent reactions has not been fully exploited. The unexplored avenues of these reactions, including chiral frameworks, DNA-encoded libraries, eco-friendly synthesis, and chiral auxiliary reactions, are briefly outlined.https://www.mdpi.com/1422-0067/21/23/9160convertible isocyanidesdrug discoverymulticomponent reactionspost-Ugi transformationssolid-phase synthesisUgi four-component reaction |
spellingShingle | Naděžda Cankařová Viktor Krchňák Isocyanide Multicomponent Reactions on Solid Phase: State of the Art and Future Application International Journal of Molecular Sciences convertible isocyanides drug discovery multicomponent reactions post-Ugi transformations solid-phase synthesis Ugi four-component reaction |
title | Isocyanide Multicomponent Reactions on Solid Phase: State of the Art and Future Application |
title_full | Isocyanide Multicomponent Reactions on Solid Phase: State of the Art and Future Application |
title_fullStr | Isocyanide Multicomponent Reactions on Solid Phase: State of the Art and Future Application |
title_full_unstemmed | Isocyanide Multicomponent Reactions on Solid Phase: State of the Art and Future Application |
title_short | Isocyanide Multicomponent Reactions on Solid Phase: State of the Art and Future Application |
title_sort | isocyanide multicomponent reactions on solid phase state of the art and future application |
topic | convertible isocyanides drug discovery multicomponent reactions post-Ugi transformations solid-phase synthesis Ugi four-component reaction |
url | https://www.mdpi.com/1422-0067/21/23/9160 |
work_keys_str_mv | AT nadezdacankarova isocyanidemulticomponentreactionsonsolidphasestateoftheartandfutureapplication AT viktorkrchnak isocyanidemulticomponentreactionsonsolidphasestateoftheartandfutureapplication |