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- Title
[3+2] Cycloaddition of o-nitrophenyl azide to 3a,6-epoxyisoindoles.
- Authors
Zaytsev, Vladimir; Mertsalov, Dmitriy; Nadirova, Maryana; Dorovatovskii, Pavel; Khrustalev, Victor; Sorokina, Elena; Zubkov, Fedor; Varlamov, Aleksey
- Abstract
[3+2] Cycloaddition of o-nitrophenyl azide to the multiple bond of oxabicyclo[2.2.1]heptene moiety in substituted 3a,6-epoxyisoindoles was performed. The 1,3-dipolar addition reaction proceeded stereoselectively, producing a pair of isomeric cis-4,8a-epoxy[1,2,3]triazolo[4,5- e]isoindoles. This approach demonstrated synthetic access to isomeric epoxy-1,2,3-benzotriazoles fused with a γ-butyrolactam moiety.
- Subjects
RING formation (Chemistry); NITROPHENYL compounds; BENZOTRIAZOLE; AZIDES; CHEMICAL reactions
- Publication
Chemistry of Heterocyclic Compounds, 2017, Vol 53, Issue 11, p1199
- ISSN
0009-3122
- Publication type
Article
- DOI
10.1007/s10593-018-2194-1