Photooxidation Coupled Kabachnik–Fields and Bigenelli reactions for Direct Conversion of Benzyl alcohols to α-Amino Phosphonates and Dihydropyrimidones.
A tandem one-pot solvent free approach for the direct conversion of benzyl alcohols to α-amino phosphonates and dihydropyrimidones is reported. The method relies on a metal free photo-oxidation of benzyl alcohols to benzaldehydes under UV irradiation using ammonium perchlorate followed by Kabachnik–...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Slovenian Chemical Society
2020-03-01
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| Series: | Acta Chimica Slovenica |
| Subjects: | |
| Online Access: | https://journals.matheo.si/index.php/ACSi/article/view/5348 |
| _version_ | 1828760577634205696 |
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| author | Gazunfor Ali Nisar A Dangroo Shabnam Raheem Tahira Naqvi Tabassum Ara Masood Ahmad Rizvi |
| author_facet | Gazunfor Ali Nisar A Dangroo Shabnam Raheem Tahira Naqvi Tabassum Ara Masood Ahmad Rizvi |
| author_sort | Gazunfor Ali |
| collection | DOAJ |
| description | A tandem one-pot solvent free approach for the direct conversion of benzyl alcohols to α-amino phosphonates and dihydropyrimidones is reported. The method relies on a metal free photo-oxidation of benzyl alcohols to benzaldehydes under UV irradiation using ammonium perchlorate followed by Kabachnik–Fields and Biginelli reactions. The reaction conditions are moderate and metal free with good substrate scope. The control experiments were performed to investigate the role of the ammonium perchlorate and molecular oxygen as oxidants. The quenching experiments in the presence of TEMPO and other radical quenchers suggest radical based mechanism. |
| first_indexed | 2024-12-11T01:15:11Z |
| format | Article |
| id | doaj.art-f1cbae2a3d2a418181ee619d568184e7 |
| institution | Directory Open Access Journal |
| issn | 1318-0207 1580-3155 |
| language | English |
| last_indexed | 2024-12-11T01:15:11Z |
| publishDate | 2020-03-01 |
| publisher | Slovenian Chemical Society |
| record_format | Article |
| series | Acta Chimica Slovenica |
| spelling | doaj.art-f1cbae2a3d2a418181ee619d568184e72022-12-22T01:25:54ZengSlovenian Chemical SocietyActa Chimica Slovenica1318-02071580-31552020-03-0167119520210.17344/acsi.2019.5348789Photooxidation Coupled Kabachnik–Fields and Bigenelli reactions for Direct Conversion of Benzyl alcohols to α-Amino Phosphonates and Dihydropyrimidones.Gazunfor Ali0Nisar A Dangroo1Shabnam Raheem2Tahira Naqvi3Tabassum Ara4Masood Ahmad Rizvi5National Institute Of Technology, SrinagarNational Institute Of Technology, SrinagarKashmir UniversityKashmir UniversityDepartment of Chemistry National Institute of Technology, Srinagar, J & K, India 190006.Kashmir UniversityA tandem one-pot solvent free approach for the direct conversion of benzyl alcohols to α-amino phosphonates and dihydropyrimidones is reported. The method relies on a metal free photo-oxidation of benzyl alcohols to benzaldehydes under UV irradiation using ammonium perchlorate followed by Kabachnik–Fields and Biginelli reactions. The reaction conditions are moderate and metal free with good substrate scope. The control experiments were performed to investigate the role of the ammonium perchlorate and molecular oxygen as oxidants. The quenching experiments in the presence of TEMPO and other radical quenchers suggest radical based mechanism.https://journals.matheo.si/index.php/ACSi/article/view/5348one-pot synthesisphoto-oxidationbenzyl alcoholkabachnik-fieldbiginelli reaction |
| spellingShingle | Gazunfor Ali Nisar A Dangroo Shabnam Raheem Tahira Naqvi Tabassum Ara Masood Ahmad Rizvi Photooxidation Coupled Kabachnik–Fields and Bigenelli reactions for Direct Conversion of Benzyl alcohols to α-Amino Phosphonates and Dihydropyrimidones. Acta Chimica Slovenica one-pot synthesis photo-oxidation benzyl alcohol kabachnik-field biginelli reaction |
| title | Photooxidation Coupled Kabachnik–Fields and Bigenelli reactions for Direct Conversion of Benzyl alcohols to α-Amino Phosphonates and Dihydropyrimidones. |
| title_full | Photooxidation Coupled Kabachnik–Fields and Bigenelli reactions for Direct Conversion of Benzyl alcohols to α-Amino Phosphonates and Dihydropyrimidones. |
| title_fullStr | Photooxidation Coupled Kabachnik–Fields and Bigenelli reactions for Direct Conversion of Benzyl alcohols to α-Amino Phosphonates and Dihydropyrimidones. |
| title_full_unstemmed | Photooxidation Coupled Kabachnik–Fields and Bigenelli reactions for Direct Conversion of Benzyl alcohols to α-Amino Phosphonates and Dihydropyrimidones. |
| title_short | Photooxidation Coupled Kabachnik–Fields and Bigenelli reactions for Direct Conversion of Benzyl alcohols to α-Amino Phosphonates and Dihydropyrimidones. |
| title_sort | photooxidation coupled kabachnik fields and bigenelli reactions for direct conversion of benzyl alcohols to α amino phosphonates and dihydropyrimidones |
| topic | one-pot synthesis photo-oxidation benzyl alcohol kabachnik-field biginelli reaction |
| url | https://journals.matheo.si/index.php/ACSi/article/view/5348 |
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