La(OTf)<sub>3</sub>‐Mediated [3+3]‐Annulation of Benzoxepines and Aminocrotonates: Easy Access to Bridged Bicyclic Benzoxepine Heterocycles†

Abstract A new and effective method for making bridged bicyclic benzoxepine derivatives were devised through the intermolecular [3+3]‐annulation of benzoxepine‐3‐carboxylates with aminocrotonates in the presence of La(OTf) 3 . The compounds were formed through reactions involving the benzoxepine moiety's C‐3 and C‐5 carbons to produce C−C and C−N bonds. One of the compound structure (±) 12‐ethyl‐6‐methyl‐3‐hydroxy‐5‐methyl‐2,3,4,7‐tetrahydro‐3,7‐methano benzo[ h ][1,4]‐oxazonine‐6,12‐dicarboxylate was confirmed by single crystal X‐ray analysis.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-09-22
DOI
https://doi.org/10.1002/ejoc.202400655
Citations
2
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
0.50
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article

La(OTf)3‐Mediated [3+3]‐Annulation of Benzoxepines and Aminocrotonates: Easy Access to Bridged Bicyclic Benzoxepine Heterocycles†

Siva Hariprasad Kurma, B. China Raju, Sai Teja Kolla, Balasubramanian Sridhar
2 citations
European Journal of Organic Chemistry
Catalytic Cross-Coupling Reactions
0.50
article

La(OTf)3‐Mediated [3+3]‐Annulation of Benzoxepines and Aminocrotonates: Easy Access to Bridged Bicyclic Benzoxepine Heterocycles†

Siva Hariprasad Kurma, B. China Raju, Sai Teja Kolla, Balasubramanian Sridhar
article en
2 citations

Abstract

Abstract A new and effective method for making bridged bicyclic benzoxepine derivatives were devised through the intermolecular [3+3]‐annulation of benzoxepine‐3‐carboxylates with aminocrotonates in the presence of La(OTf) 3 . The compounds were formed through reactions involving the benzoxepine moiety's C‐3 and C‐5 carbons to produce C−C and C−N bonds. One of the compound structure (±) 12‐ethyl‐6‐methyl‐3‐hydroxy‐5‐methyl‐2,3,4,7‐tetrahydro‐3,7‐methano benzo[ h ][1,4]‐oxazonine‐6,12‐dicarboxylate was confirmed by single crystal X‐ray analysis.

European Journal of Organic ChemistryVol. 27(44)
Indian Institute of Chemical Technology (IN), Academy of Scientific and Innovative Research (IN)
Openalex Percentile: Top 39%
Catalytic Cross-Coupling Reactions
0.50
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La(OTf)<sub>3</sub>‐Mediated [3+3]‐Annulation of Benzoxepines and Aminocrotonates: Easy Access to Bridged Bicyclic Benzoxepine Heterocycles† — Siva Hariprasad Kurma, B. China Raju, et al. · European Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS