Phenyl Formate as a CO Surrogate for the Reductive Cyclization of Organic Nitro Compounds to Yield Different <i>N</i>-Heterocycles: No Need for Autoclaves and Pressurized Carbon Monoxide
The reductive cyclization of different organic nitro compounds by carbon monoxide, catalyzed by transition metal complexes, is a very efficient and clean strategy for the synthesis of many <i>N</i>-heterocycles. However, its use requires the use of autoclaves and pressurized CO lines. In...
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| Format: | Article |
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MDPI AG
2023-01-01
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| Series: | Catalysts |
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| Online Access: | https://www.mdpi.com/2073-4344/13/2/224 |
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| author | Fabio Ragaini Francesco Ferretti Manar Ahmed Fouad |
| author_facet | Fabio Ragaini Francesco Ferretti Manar Ahmed Fouad |
| author_sort | Fabio Ragaini |
| collection | DOAJ |
| description | The reductive cyclization of different organic nitro compounds by carbon monoxide, catalyzed by transition metal complexes, is a very efficient and clean strategy for the synthesis of many <i>N</i>-heterocycles. However, its use requires the use of autoclaves and pressurized CO lines. In this perspective, the authors will present the results obtained in their laboratories on the use of phenyl formate as a convenient CO surrogate, able to liberate carbon monoxide under the reaction conditions and allowing the use of a cheap glass pressure tube as a reaction vessel. In most cases, yields were better than those previously reported by the use of pressurized CO, proving that the use of CO surrogates can be a viable alternative to the gaseous reagent. |
| first_indexed | 2024-03-11T09:02:17Z |
| format | Article |
| id | doaj.art-b8ae332d636f4207bf6e3303fe5ed549 |
| institution | Directory Open Access Journal |
| issn | 2073-4344 |
| language | English |
| last_indexed | 2024-03-11T09:02:17Z |
| publishDate | 2023-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Catalysts |
| spelling | doaj.art-b8ae332d636f4207bf6e3303fe5ed5492023-11-16T19:40:01ZengMDPI AGCatalysts2073-43442023-01-0113222410.3390/catal13020224Phenyl Formate as a CO Surrogate for the Reductive Cyclization of Organic Nitro Compounds to Yield Different <i>N</i>-Heterocycles: No Need for Autoclaves and Pressurized Carbon MonoxideFabio Ragaini0Francesco Ferretti1Manar Ahmed Fouad2Department of Chemistry, Milan University, Via C. Golgi 19, 20133 Milano, ItalyDepartment of Chemistry, Milan University, Via C. Golgi 19, 20133 Milano, ItalyDepartment of Chemistry, Milan University, Via C. Golgi 19, 20133 Milano, ItalyThe reductive cyclization of different organic nitro compounds by carbon monoxide, catalyzed by transition metal complexes, is a very efficient and clean strategy for the synthesis of many <i>N</i>-heterocycles. However, its use requires the use of autoclaves and pressurized CO lines. In this perspective, the authors will present the results obtained in their laboratories on the use of phenyl formate as a convenient CO surrogate, able to liberate carbon monoxide under the reaction conditions and allowing the use of a cheap glass pressure tube as a reaction vessel. In most cases, yields were better than those previously reported by the use of pressurized CO, proving that the use of CO surrogates can be a viable alternative to the gaseous reagent.https://www.mdpi.com/2073-4344/13/2/224nitroarenesnitroalkenesindolescarbazolesoxazinespalladium |
| spellingShingle | Fabio Ragaini Francesco Ferretti Manar Ahmed Fouad Phenyl Formate as a CO Surrogate for the Reductive Cyclization of Organic Nitro Compounds to Yield Different <i>N</i>-Heterocycles: No Need for Autoclaves and Pressurized Carbon Monoxide Catalysts nitroarenes nitroalkenes indoles carbazoles oxazines palladium |
| title | Phenyl Formate as a CO Surrogate for the Reductive Cyclization of Organic Nitro Compounds to Yield Different <i>N</i>-Heterocycles: No Need for Autoclaves and Pressurized Carbon Monoxide |
| title_full | Phenyl Formate as a CO Surrogate for the Reductive Cyclization of Organic Nitro Compounds to Yield Different <i>N</i>-Heterocycles: No Need for Autoclaves and Pressurized Carbon Monoxide |
| title_fullStr | Phenyl Formate as a CO Surrogate for the Reductive Cyclization of Organic Nitro Compounds to Yield Different <i>N</i>-Heterocycles: No Need for Autoclaves and Pressurized Carbon Monoxide |
| title_full_unstemmed | Phenyl Formate as a CO Surrogate for the Reductive Cyclization of Organic Nitro Compounds to Yield Different <i>N</i>-Heterocycles: No Need for Autoclaves and Pressurized Carbon Monoxide |
| title_short | Phenyl Formate as a CO Surrogate for the Reductive Cyclization of Organic Nitro Compounds to Yield Different <i>N</i>-Heterocycles: No Need for Autoclaves and Pressurized Carbon Monoxide |
| title_sort | phenyl formate as a co surrogate for the reductive cyclization of organic nitro compounds to yield different i n i heterocycles no need for autoclaves and pressurized carbon monoxide |
| topic | nitroarenes nitroalkenes indoles carbazoles oxazines palladium |
| url | https://www.mdpi.com/2073-4344/13/2/224 |
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