From Alkynes to Heterocycles through Metal-Promoted Silylformylation and Silylcarbocyclization Reactions
Oxygen and nitrogen heterocyclic systems are present in a large number of natural and synthetic compounds. In particular, oxa- and aza-silacyclane, tetrahydrofuran, benzofuran, cycloheptadifuranone, cycloheptadipyrrolone, pyrrolidine, lactone, lactam, phthalan, isochromanone, tetrahydroisoquinolinon...
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| Format: | Article |
| Language: | English |
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MDPI AG
2020-09-01
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| Series: | Catalysts |
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| Online Access: | https://www.mdpi.com/2073-4344/10/9/1012 |
| _version_ | 1797554680566382592 |
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| author | Gianluigi Albano Laura Antonella Aronica |
| author_facet | Gianluigi Albano Laura Antonella Aronica |
| author_sort | Gianluigi Albano |
| collection | DOAJ |
| description | Oxygen and nitrogen heterocyclic systems are present in a large number of natural and synthetic compounds. In particular, oxa- and aza-silacyclane, tetrahydrofuran, benzofuran, cycloheptadifuranone, cycloheptadipyrrolone, pyrrolidine, lactone, lactam, phthalan, isochromanone, tetrahydroisoquinolinone, benzoindolizidinone, indoline and indolizidine scaffolds are present in many classes of biologically active molecules. Most of these contain a C=O moiety which can be easily introduced using carbonylative reaction conditions. In this field, intramolecular silylformylation and silylcarbocyclization reactions may afford heterocyclic compounds containing a carbonyl functional group together with a vinylsilane moiety which can be further transformed. Considering these two aspects, in this review a detailed analysis of the literature data regarding the application of silylformylation and silylcarbocyclization reactions to the synthesis of several heterocyclic derivatives is reported. |
| first_indexed | 2024-03-10T16:35:30Z |
| format | Article |
| id | doaj.art-1298333b145d4d918bbe78e3d3bfb5ac |
| institution | Directory Open Access Journal |
| issn | 2073-4344 |
| language | English |
| last_indexed | 2024-03-10T16:35:30Z |
| publishDate | 2020-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Catalysts |
| spelling | doaj.art-1298333b145d4d918bbe78e3d3bfb5ac2023-11-20T12:27:55ZengMDPI AGCatalysts2073-43442020-09-01109101210.3390/catal10091012From Alkynes to Heterocycles through Metal-Promoted Silylformylation and Silylcarbocyclization ReactionsGianluigi Albano0Laura Antonella Aronica1Dipartimento di Chimica, Università degli Studi di Bari “Aldo Moro”, Via Edoardo Orabona 4, 70126 Bari, ItalyDipartimento di Chimica e Chimica Industriale, Università di Pisa, Via Giuseppe Moruzzi 13, 56124 Pisa, ItalyOxygen and nitrogen heterocyclic systems are present in a large number of natural and synthetic compounds. In particular, oxa- and aza-silacyclane, tetrahydrofuran, benzofuran, cycloheptadifuranone, cycloheptadipyrrolone, pyrrolidine, lactone, lactam, phthalan, isochromanone, tetrahydroisoquinolinone, benzoindolizidinone, indoline and indolizidine scaffolds are present in many classes of biologically active molecules. Most of these contain a C=O moiety which can be easily introduced using carbonylative reaction conditions. In this field, intramolecular silylformylation and silylcarbocyclization reactions may afford heterocyclic compounds containing a carbonyl functional group together with a vinylsilane moiety which can be further transformed. Considering these two aspects, in this review a detailed analysis of the literature data regarding the application of silylformylation and silylcarbocyclization reactions to the synthesis of several heterocyclic derivatives is reported.https://www.mdpi.com/2073-4344/10/9/1012silylformylationsilylcarbocyclizationalkynes<i>N</i>-heterocycles<i>O</i>-heterocycles |
| spellingShingle | Gianluigi Albano Laura Antonella Aronica From Alkynes to Heterocycles through Metal-Promoted Silylformylation and Silylcarbocyclization Reactions Catalysts silylformylation silylcarbocyclization alkynes <i>N</i>-heterocycles <i>O</i>-heterocycles |
| title | From Alkynes to Heterocycles through Metal-Promoted Silylformylation and Silylcarbocyclization Reactions |
| title_full | From Alkynes to Heterocycles through Metal-Promoted Silylformylation and Silylcarbocyclization Reactions |
| title_fullStr | From Alkynes to Heterocycles through Metal-Promoted Silylformylation and Silylcarbocyclization Reactions |
| title_full_unstemmed | From Alkynes to Heterocycles through Metal-Promoted Silylformylation and Silylcarbocyclization Reactions |
| title_short | From Alkynes to Heterocycles through Metal-Promoted Silylformylation and Silylcarbocyclization Reactions |
| title_sort | from alkynes to heterocycles through metal promoted silylformylation and silylcarbocyclization reactions |
| topic | silylformylation silylcarbocyclization alkynes <i>N</i>-heterocycles <i>O</i>-heterocycles |
| url | https://www.mdpi.com/2073-4344/10/9/1012 |
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