http://repository.iitr.ac.in/handle/123456789/3935| Title: | Hypervalent iodine mediated synthesis of di- and tri-substituted isoxazoles via [3+2] cycloaddition of nitrile oxides |
| Authors: | Singhal A. Parumala S.K.R. Sharma A. Peddinti, Rama Krishna |
| Published in: | Tetrahedron Letters |
| Abstract: | An efficient and rapid protocol for the synthesis of 3,4-disubstituted and 3,4,5-trisubstituted isoxazoles under catalyst-free conditions is described. This protocol involves pre-oxidation of aldoxime into nitrile oxide using diacetoxyiodobenzene. The in situ generated nitrile oxide was trapped with dipolarophiles for the formation of functionally rich isoxazoles via [3+2] cycloaddition. © 2015 Elsevier Ltd. All rights reserved. |
| Citation: | Tetrahedron Letters (2016), 57(7): 719-722 |
| URI: | https://doi.org/10.1016/j.tetlet.2015.10.038 http://repository.iitr.ac.in/handle/123456789/3935 |
| Issue Date: | 2016 |
| Publisher: | Elsevier Ltd |
| Keywords: | Acetylene carboxylates Aldoximes Diacetoxyiodobenzene Isoxazoles Nitrile oxides |
| ISSN: | 404039 |
| Author Scopus IDs: | 57055032600 56257434200 55605770221 6602375630 |
| Author Affiliations: | Singhal, A., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand, 247667, India Parumala, S.K.R., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand, 247667, India Sharma, A., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand, 247667, India Peddinti, R.K., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand, 247667, India |
| Funding Details: | This work was supported by SERB – India (research grant No. SR/S1/OC-38/2011 ) and DST-FIST program (HRMS facility), New Delhi, and A.S. thanks MHRD and S.K.R.P. and A.S. thank CSIR for research fellowships. |
| Corresponding Author: | Peddinti, R.K.; Department of Chemistry, Indian Institute of Technology RoorkeeIndia; email: rkpedfcy@iitr.ac.in |
| Appears in Collections: | Journal Publications [CY] |
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