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Title: | Silver-Catalyzed One-Pot Access to Diastereoselective Benzo[5,6]oxepino[2,3-c]pyrroles via Formal (5+2)-Annulation of Donor-/Acceptor-Type Aryl Vinyl Diazosuccinimide with Ketones |
Authors: | LAHA, DEBASISH MEHER, KAJAL B. BANKAR, ONKAR S. BHAT, RAMAKRISHNA G. Dept. of Chemistry |
Keywords: | Annulation Diastereoselective Dihydrobenzoxepines Silver catalysis Vinyl diazosuccinimide 2022-APR-WEEK2 TOC-APR-2022 2022 |
Issue Date: | Apr-2022 |
Publisher: | Wiley |
Citation: | Asian Journal of Organic Chemistry, 11(4), e202200062. |
Abstract: | Dihydrobenzoxepine scaffold is one of the important and useful oxygenated heterocycles. A one-pot diastereoselective synthesis of dihydrobenzoxepines has been achieved via a formal (5+2)-cycloaddition of vinyl diazosuccinimides and ketones under silver catalysis. Aliphatic as well as aromatic methyl ketones afforded the corresponding dihydrobenzoxepines with high regio- and chemo-selectivity. Further insight into the reaction mechanism has been established using control experiments and time-dependent NMR studies. |
URI: | https://doi.org/10.1002/ajoc.202200062 http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/6752 |
ISSN: | 2193-5807 2193-5815 |
Appears in Collections: | JOURNAL ARTICLES |
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