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Azidophosphonium salt-directed chemoselective synthesis of (E)/(Z)-cinnamyl-1H-triazoles and regiospecific access to bromomethylcoumarins from Morita–Baylis–Hillman adducts
- Source :
- Beilstein Journal of Organic Chemistry, Vol 16, Iss 1, Pp 1579-1587 (2020)
- Publication Year :
- 2020
- Publisher :
- Beilstein-Institut, 2020.
-
Abstract
- The direct transformation of Morita–Baylis–Hillman (MBH) adducts into molecules of interest is a crucial process wherein allylic hydroxy-protected or halogenated MBH adducts are commonly preferred. Herein, we report an azidophosphonium salt (AzPS)-catalysed straight forward protocol for synthesising structurally demanding (E)/(Z)-cinnamyl-1H-1,2,3-triazoles and halomethylcoumarins from MBH adducts. The novel methodology, efficient catalyst, and direct utilization of MBH adducts under mild reaction conditions qualify the reported procedures as powerful synthetic tools.
Details
- Language :
- English
- ISSN :
- 18605397
- Volume :
- 16
- Issue :
- 1
- Database :
- Directory of Open Access Journals
- Journal :
- Beilstein Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- edsdoj.90f3a4a22b5848deb64907eb8ca74fe6
- Document Type :
- article
- Full Text :
- https://doi.org/10.3762/bjoc.16.130