17024-18-9Relevant academic research and scientific papers
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.
Rhodium(II)-catalyzed cyclization of bis(N-tosylhydrazone)s: An efficient approach towards polycyclic aromatic compounds
Xia, Ying,Liu, Zhenxing,Xiao, Qing,Qu, Peiyuan,Ge, Rui,Zhang, Yan,Wang, Jianbo
supporting information; experimental part, p. 5714 - 5717 (2012/07/28)
Ahead of the PAC: Polycyclic aromatic compounds (PACs) can be easily accessed by the combination of Suzuki-Miyaura cross-coupling and a [Rh 2(OAc)4]-catalyzed carbene reaction using easily available bis(N-tosylhydrazone)s as intermediates (see scheme; Ts=4-toluenesulfonyl). Copyright
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
Synthesis of substituted phenanthrenes via intramolecular condensation based on temperature-dependent deprotonation using a weak carbonate base
Monsieurs, Katrien,Rombouts, Geert,Tapolcsányi, Pál,Mátyus, Péter,Maes, Bert U. W.
, p. 3225 - 3230 (2008/09/17)
Construction of substituted phenanthrenes via intramolecular condensation of 2′-methylbiphenyl-2-carbaldehydes using a mild base at 200 °C is described. The required high temperature can be quickly reached and easily maintained using microwave flash heating. Georg Thieme Verlag Stuttgart.
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.
Efficient One-Pot Synthesis of 2-Nitrophenanthrene and Related Compounds
Chawla, H. Mohindra,Mittal, Ram S.
, p. 753 - 754 (2007/10/02)
An efficient one-pot synthesis of 2-nitrophenanthrene, 9,10-dinitroanthracene and 5-nitroacenaphthene by treatment of the corresponding hydrocarbons with of cerium(IV)ammonium nitrate is described.
