68707-65-3Relevant articles and documents
Photoinduced benzylation of 1,4-dimethoxynaphthalene by benzyl halides
Albini, Angelo,Siviero, Enrico,Mella, Mariella,Long, Conor,Pratt, Albert
, p. 1895 - 1900 (1995)
Irradiation of 1,4-dimethoxynaphthalene (DMNH) in the presence of 4-substituted benzyl chlorides (X-C6H4CH2Cl, X=H, Cl, CN or NO2) in the either acetonitrile or benzene solution results in benzylation of DNNH, predominantly at position 2 and to a lesser extent on the unsubstituted ring.Steady-state and flash photolysis studies show that charge transfer between singlet excited DMNH and the chlorides is involved.The reaction occurs predominantly in-cage via concerted electron transfer and carbon-chlorine bond cleavage with X=H or Cl, while with X=NO2 fragmentation of the benzyl chloride radical anion occurs out-of-cage, but the process in this case is much less efficient due to competing back electron transfer.
The synthesis of radermachol
Joshi,Jiang,Rho,Pelletier
, p. 8220 - 8232 (2007/10/02)
Five different approaches to the preparation of 6,7-benzo-3,4-(1,4-dimethoxy-2,3-naphtho)-1,5-dioxosuberane (3), an intermediate needed for the synthesis of radermachol (1), the red pigment from the roots of Radermachera xylocarpa, are described. The synthesis of radermachol (1) has been accomplished from 1,4-naphthoquinone in 14 steps.
