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- Title
Photocycloadditions of four homologous 2-(cycloamino)- propenenitriles to 1-acetonaphthone.
- Authors
Döpp, Dietrich; Kruse, Claudia; Erian, Ayman W.; Pies, Michael
- Abstract
2-(Cycloamino)propenenitriles H2C=C(CN)N(CH2)n (n = 4, 5, 6, 7) are added to triplet π,π*- excited 1-acetonaphthone forming 8b-acetyl-2-(cycloamino)-1,2,2a,8b-tetrahydrocyclobuta- [a]naphthalene-2-carbonitriles as well as 1-acetyl-9-(cycloamino)-1,4-dihydro-1,4-ethanonaphthalene- 9-carbonitriles. Regio- and stereoselectivity of the photocycloadditions and the special role of the cyclobuta[a]naphthalene adducts in the initial stage of the photoadditions are discussed.
- Subjects
NAPHTHALENE; NAPHTHALENE synthesis; CARBONITRILES; PHOTOADDITION; STEREOSELECTIVE reactions
- Publication
ARKIVOC: Online Journal of Organic Chemistry, 2013, p317
- ISSN
1551-7004
- Publication type
Article