Synthesis of Some New Fluorinated Hexahydroquinoline and Acridinedione Derivatives in Trifluoroethanol

1. Zhang, X.-L., Sheng, S.-R., Liu, X.-L., and Liu, X.-L. (2007). Solvent-free liquid-phase synthesis of polyhydroquinoline derivatives under microwave irradiation.10.3998/ark.5550190.0008.d11 ↗

2. Synthesis of polyhydroquinoline derivatives through unsymmetric Hantzsch reaction using organocatalysts10.1016/j.tet.2006.12.074 ↗

3. One-step synthesis of Hantzsch esters and polyhydroquinoline derivatives in fluoro alcohols10.1016/j.jfluchem.2009.03.014 ↗

4. Michael addition of dimedone with α,β-unsaturated ketones: Synthesis of quinoline and chromene derivatives10.1002/jhet.5570450305 ↗

5. CFTR Modulators for the treatment of cystic fibrosis

6. A selective reductive amination of aldehydes by the use of Hantzsch dihydropyridines as reductant10.1016/j.tet.2004.05.096 ↗

7. The crystal structure and conformational studies of acridinedione derivatives10.1007/s10870-010-9951-z ↗

8. X-ray structure of 5-[2-chlorophenyl]-10-[4-methylphenyl]-1,2,5,8,9,10-hexahydro 4,6[3H,6H]acridinedione and its interaction with calf thymus DNA by spectroscopic methods10.1016/S0022-2860(96)09355-6 ↗

9. Crystal structures of two acridinedione derivatives10.1002/crat.200310339 ↗

10. Enantioselective organocatalytic α-fluorination of cyclic ketones10.1021/ja111163u ↗

11. Rapid, general access to chiral β-fluoroamines and β,β-difluoroamines via organocatalysis10.1021/ol802930q ↗

12. Solvation phenomena of a tetrapeptide in water/trifluoroethanol and water/ethanol mixtures: a diffusion NMR, intermolecular NOE, and molecular dynamics study10.1021/ja0259335 ↗

13. Synthesis of 5-(trifluoromethyl)cyclohexane-1,3-dione and 3-amino-5-(trifluoromethyl)cyclohex-2-en-1-one10.1016/j.tetlet.2008.05.120 ↗

14. X-ray diffraction studies were performed at room temperature on a pale yellow crystal of 4d of approximate 0.57 × 0.52 × 0.36 mm dimensions. All measurements were made on a Rigaku Mercury375R/M CCD (XtaLAB mini) diffractometer using graphite monochromated Mo-Kα radiation. Cell constants and an orientation matrix for data collection corresponded to a primitive monoclinic cell (space group P21/n) with dimensions: a = 11.8544(10) Å, b = 13.9622(12) Å, c = 12.5692(11) Å and β = 110.300(8)°. Data reduction: of the 20341 reflections that were collected, 4477 were unique (Rint = 0.0212). Data were collected and processed using CrystalClear a (Rigaku). The linear absorption coefficient, μ, for Mo-Kα radiation is 2.435 cm−1. An empirical absorption correction was applied which resulted in transmission factors ranging from 0.796 to 0.916. The data were corrected for Lorentz and polarization effects. Structure Solution and Refinement: The structure was solved by direct methods b and expanded using Fourier techniques. The non-hydrogen atoms were refined anisotropically. Hydrogen atoms were refined using the riding model. The final cycle of full-matrix least-squares refinement on F2 was based on 4477 observed reflections and 269 variable parameters and converged (largest parameter shift was 0.12 times its esd) with unweighted and weighted agreement factors of: R1 = 0.0490 and wR2 = 0.1938. This was conducted using the program suiteWINGX c. (a) CrystalClear: Rigaku Corporation, 1999. CrystalClear Software User’s Guide, Molecular Structure Corporation, ©2000. Pflugrath, J.W Acta Cryst. 1999 D55 1718 1725 (b) Sheldrick G.M. SHELX-97, Program for the Solution and Refinement of Crystal Structures University of Göttingen Göttingen, Germany 1997 (c) Farrugia L.J. WinGX suite for small-molecule single-crystal crystallography J. Appl. Cryst. 1999 1999 837 838