Diversity oriented total synthesis (DOTS) of pyridoquinazolinone alkaloids and their analogues
A short diversity oriented total synthesis (DOTS) of substituted rutaecarpines, homo-luotonins, homo-vasicinone, homo-isaindigotones and homo-vasnetine has been achieved from the key tricyclic intermediate. The [6,6,6] tricyclic ketone, the mackinazolindione, was accessed from simple substrates i.e....
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| Language: | English |
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Elsevier
2024-03-01
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| Series: | Tetrahedron Chem |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2666951X24000019 |
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| author | Sivappa Rasapalli Yanchang Huang Vamshikrishna Reddy Sammeta Reem Alshehry Fazmina Anver James A. Golen Shivasankar Krishnamoorthy Subhash P. Chavan |
| author_facet | Sivappa Rasapalli Yanchang Huang Vamshikrishna Reddy Sammeta Reem Alshehry Fazmina Anver James A. Golen Shivasankar Krishnamoorthy Subhash P. Chavan |
| author_sort | Sivappa Rasapalli |
| collection | DOAJ |
| description | A short diversity oriented total synthesis (DOTS) of substituted rutaecarpines, homo-luotonins, homo-vasicinone, homo-isaindigotones and homo-vasnetine has been achieved from the key tricyclic intermediate. The [6,6,6] tricyclic ketone, the mackinazolindione, was accessed from simple substrates i.e., quinazolinone diester obtained from the disubstituted anthranilamide which in turn was prepared from the coupling of amino acid ester and ethyl oxalyl chloride with isatoic anhydride and Dieckmann condensation chemistry. |
| first_indexed | 2024-03-08T09:28:13Z |
| format | Article |
| id | doaj.art-c42248d07d464fc4aa83cbbc53e5e28a |
| institution | Directory Open Access Journal |
| issn | 2666-951X |
| language | English |
| last_indexed | 2024-04-24T20:02:52Z |
| publishDate | 2024-03-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Tetrahedron Chem |
| spelling | doaj.art-c42248d07d464fc4aa83cbbc53e5e28a2024-03-24T07:02:06ZengElsevierTetrahedron Chem2666-951X2024-03-019100062Diversity oriented total synthesis (DOTS) of pyridoquinazolinone alkaloids and their analoguesSivappa Rasapalli0Yanchang Huang1Vamshikrishna Reddy Sammeta2Reem Alshehry3Fazmina Anver4James A. Golen5Shivasankar Krishnamoorthy6Subhash P. Chavan7Department of Chemistry and Biochemistry, University of Massachusetts Dartmouth, 285 Old Westport Rd, North Dartmouth, MA-02747, USA; Corresponding author.Department of Chemistry and Biochemistry, University of Massachusetts Dartmouth, 285 Old Westport Rd, North Dartmouth, MA-02747, USADepartment of Chemistry and Biochemistry, University of Massachusetts Dartmouth, 285 Old Westport Rd, North Dartmouth, MA-02747, USADepartment of Chemistry and Biochemistry, University of Massachusetts Dartmouth, 285 Old Westport Rd, North Dartmouth, MA-02747, USADepartment of Chemistry and Biochemistry, University of Massachusetts Dartmouth, 285 Old Westport Rd, North Dartmouth, MA-02747, USADepartment of Chemistry and Biochemistry, University of Massachusetts Dartmouth, 285 Old Westport Rd, North Dartmouth, MA-02747, USAOrganic Chemistry Division, National Chemical Laboratory, Dr. Homi Bhabha Road, Pune, 411008, IndiaOrganic Chemistry Division, National Chemical Laboratory, Dr. Homi Bhabha Road, Pune, 411008, IndiaA short diversity oriented total synthesis (DOTS) of substituted rutaecarpines, homo-luotonins, homo-vasicinone, homo-isaindigotones and homo-vasnetine has been achieved from the key tricyclic intermediate. The [6,6,6] tricyclic ketone, the mackinazolindione, was accessed from simple substrates i.e., quinazolinone diester obtained from the disubstituted anthranilamide which in turn was prepared from the coupling of amino acid ester and ethyl oxalyl chloride with isatoic anhydride and Dieckmann condensation chemistry.http://www.sciencedirect.com/science/article/pii/S2666951X24000019Homo-vasicinoneHomo-luotoninAza-rutaecarpinePyridoquinazolinoneDiversity oriented total synthesis |
| spellingShingle | Sivappa Rasapalli Yanchang Huang Vamshikrishna Reddy Sammeta Reem Alshehry Fazmina Anver James A. Golen Shivasankar Krishnamoorthy Subhash P. Chavan Diversity oriented total synthesis (DOTS) of pyridoquinazolinone alkaloids and their analogues Tetrahedron Chem Homo-vasicinone Homo-luotonin Aza-rutaecarpine Pyridoquinazolinone Diversity oriented total synthesis |
| title | Diversity oriented total synthesis (DOTS) of pyridoquinazolinone alkaloids and their analogues |
| title_full | Diversity oriented total synthesis (DOTS) of pyridoquinazolinone alkaloids and their analogues |
| title_fullStr | Diversity oriented total synthesis (DOTS) of pyridoquinazolinone alkaloids and their analogues |
| title_full_unstemmed | Diversity oriented total synthesis (DOTS) of pyridoquinazolinone alkaloids and their analogues |
| title_short | Diversity oriented total synthesis (DOTS) of pyridoquinazolinone alkaloids and their analogues |
| title_sort | diversity oriented total synthesis dots of pyridoquinazolinone alkaloids and their analogues |
| topic | Homo-vasicinone Homo-luotonin Aza-rutaecarpine Pyridoquinazolinone Diversity oriented total synthesis |
| url | http://www.sciencedirect.com/science/article/pii/S2666951X24000019 |
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