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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Main Authors: Naděžda Cankařová, Viktor Krchňák
Format: Article
Language:English
Published: MDPI AG 2020-12-01
Series:International Journal of Molecular Sciences
Subjects:
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.
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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