Allenylphosphine oxides as simple scaffolds for phosphinoylindoles and phosphinoylisocoumarins
A range of phosphinoylindoles was prepared in one-pot from functionalized propargyl alcohols and a suitable P(III) precursor via a base-mediated reaction. The reaction proceeds via the intermediacy of allenylphosphine oxides. Similarly, phosphinoylisocoumarins were prepared from allenylphosphine oxi...
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2014-05-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.10.99 |
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| author | G. Gangadhararao Ramesh Kotikalapudi M. Nagarjuna Reddy K. C. Kumara Swamy |
| author_facet | G. Gangadhararao Ramesh Kotikalapudi M. Nagarjuna Reddy K. C. Kumara Swamy |
| author_sort | G. Gangadhararao |
| collection | DOAJ |
| description | A range of phosphinoylindoles was prepared in one-pot from functionalized propargyl alcohols and a suitable P(III) precursor via a base-mediated reaction. The reaction proceeds via the intermediacy of allenylphosphine oxides. Similarly, phosphinoylisocoumarins were prepared from allenylphosphine oxides in a trifluoroacetic acid-mediated reaction; the latter also acts as a solvent. Interestingly, in the presence of wet trifluoroacetic acid, in addition to phosphinoylisocoumarins, phosphorus-free isocoumarins were also obtained. Key products were characterized by single crystal X-ray crystallography. |
| first_indexed | 2024-12-13T20:58:09Z |
| format | Article |
| id | doaj.art-46a861c7dd1f4669bd87f57e85fe6a92 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-13T20:58:09Z |
| publishDate | 2014-05-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-46a861c7dd1f4669bd87f57e85fe6a922022-12-21T23:31:41ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972014-05-01101996100510.3762/bjoc.10.991860-5397-10-99Allenylphosphine oxides as simple scaffolds for phosphinoylindoles and phosphinoylisocoumarinsG. Gangadhararao0Ramesh Kotikalapudi1M. Nagarjuna Reddy2K. C. Kumara Swamy3School of Chemistry, University of Hyderabad, Hyderabad 500 046, A. P., India. Fax: (+91)-40-23012460School of Chemistry, University of Hyderabad, Hyderabad 500 046, A. P., India. Fax: (+91)-40-23012460School of Chemistry, University of Hyderabad, Hyderabad 500 046, A. P., India. Fax: (+91)-40-23012460School of Chemistry, University of Hyderabad, Hyderabad 500 046, A. P., India. Fax: (+91)-40-23012460A range of phosphinoylindoles was prepared in one-pot from functionalized propargyl alcohols and a suitable P(III) precursor via a base-mediated reaction. The reaction proceeds via the intermediacy of allenylphosphine oxides. Similarly, phosphinoylisocoumarins were prepared from allenylphosphine oxides in a trifluoroacetic acid-mediated reaction; the latter also acts as a solvent. Interestingly, in the presence of wet trifluoroacetic acid, in addition to phosphinoylisocoumarins, phosphorus-free isocoumarins were also obtained. Key products were characterized by single crystal X-ray crystallography.https://doi.org/10.3762/bjoc.10.99allenesindolesisocoumarinsorganophosphorusphosphinoyl-heterocyclespropargyl alcohols |
| spellingShingle | G. Gangadhararao Ramesh Kotikalapudi M. Nagarjuna Reddy K. C. Kumara Swamy Allenylphosphine oxides as simple scaffolds for phosphinoylindoles and phosphinoylisocoumarins Beilstein Journal of Organic Chemistry allenes indoles isocoumarins organophosphorus phosphinoyl-heterocycles propargyl alcohols |
| title | Allenylphosphine oxides as simple scaffolds for phosphinoylindoles and phosphinoylisocoumarins |
| title_full | Allenylphosphine oxides as simple scaffolds for phosphinoylindoles and phosphinoylisocoumarins |
| title_fullStr | Allenylphosphine oxides as simple scaffolds for phosphinoylindoles and phosphinoylisocoumarins |
| title_full_unstemmed | Allenylphosphine oxides as simple scaffolds for phosphinoylindoles and phosphinoylisocoumarins |
| title_short | Allenylphosphine oxides as simple scaffolds for phosphinoylindoles and phosphinoylisocoumarins |
| title_sort | allenylphosphine oxides as simple scaffolds for phosphinoylindoles and phosphinoylisocoumarins |
| topic | allenes indoles isocoumarins organophosphorus phosphinoyl-heterocycles propargyl alcohols |
| url | https://doi.org/10.3762/bjoc.10.99 |
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