17024-18-9Relevant articles and documents
Molecular structure of rac-(4R*,4aS*,10aS*)-4-nitro-1,2,3,4,4a,9,10,10a-octahydrophenanthren-4a-ol, an unusual by-product of nitration of a crude 9,10-dihydrophenanthrene
Fernandez, Franco,Lerma, J. Lopez De,Perales, Aurea,Rodriguez, Gonzalo
, p. 451 - 456 (1994)
A new nitro-octahydrophenanthrenol has been isolated by nitration of a crude 9,10-dihydrophenanthrene, which was identified by nmr and X-ray diffraction analysis.Crystallographic and molecular structure confirmed the compound as the rac-(4R*,4aS*,10aS*)-4-Nitro-1,2,3,4,4a,9,10,10a-octahydrophenanthren-4a-ol.The crystal was triclinic, P, a=10.549(3), b=8.530(3), c=7.131(1) Angstroem, α=107.07(3), β=91.62(3), γ=96.27(4)o.Cyclohexane and cyclohexene rings are trans-fused and have chair and half-chair conformations, respectively.The molecules are associated by hydrogen bridge between the hydroxyl oxygen and both nitro oxygens.KEY WORDS: C14H17NO3, chair, half-chair.
The synthesis and reactions of some carcinogenic N (2 phenanthryl)hydroxylamine derivatives
Calder,Williams
, p. 1791 - 1795 (1974)
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Triflic acid promoted synthesis of polycyclic aromatic compounds
Li, Ang,DeSchepper, Daniel J.,Klumpp, Douglas A.
scheme or table, p. 1924 - 1927 (2009/09/05)
The triflic acid (CF3SO3H) promoted cyclizations of 2-styrylbiaryls are found to be useful for the synthesis of polycyclic aromatic compounds, including functionalized derivatives of polycyclic aromatic compounds and heterocyclic sys
From β-nitrothiophenes to ring-fused nitrobenzenes: An overall ring-enlargement process via a facile, aromatization-driven, thermal 6π electrocyclization
Bianchi, Lara,Dell'Erba, Carlo,Maccagno, Massimo,Petrillo, Giovanni,Rizzato, Egon,Sancassan, Fernando,Severi, Elda,Tavani, Cinzia
, p. 8734 - 8738 (2007/10/03)
In prosecution of previous work on the thermal cyclization of 1-aryl-4-methanesulfonyl-2-nitro-3-phenylsulfonyl-1,3-butadienes (7), the 3-unsubstituted derivatives 8, deriving from the initial ring opening of 3-nitrothiophene (2), have been likewise found herein to undergo cyclization, followed by aromatization, in analogous mild experimental conditions, leading to the ring-fused homo- or heteroaromatic nitro derivatives 10. The concerted electrocyclic nature of the process is strongly supported by the outcome of tests based on the variation of the polarity of the solvent or of the electron density on the aryl of 8. Thus, the successful application of the process to the non-phenylsulfonyl-activated 8 significantly widens the scope of a synthetically valuable overall ring-opening/ring-closing procedure from nitrothiophenes. Support to the recently renewed interest in thermal 6π electrocyclizations as a tool for the construction of the benzene ring is furthermore provided.
