96264-86-7Relevant academic research and scientific papers
Synthetic experiments in Lignans: Part IX - Thermal and
Anjaneyulu, A. S. R.,Umasundari, P.,Sastry, Ch. V. M.,Satyanarayana, P.
, p. 589 - 595 (2007/10/02)
Thermal and photochemical cyclisations of some dibenzylidenesuccinic anhydrides (Ia to Ic) lead to the formation of a mixture of 1-phenylnaphthalene anhydrides.Blocking one of the cyclisable positions in any one of the two aryl nuclei by bromine atom shows no regiospecificity in directing cyclisation into the non-halogenated aryl nucleus either during thermal or photochemical cyclisation.Cyclisation even into the halogenated aromatic nucleus itself, expected to be stereoselective, is nonstereoselective.The products are preferentially formed by elimination of HBr rather than H2.Incidentally, the naphthalene analogue (VI) of lintetralin, a natural tetralin from Phyllanthus niruri and the respective partial monomethyl ethers (Vm and Vn) have been prepared and characterised by their PMR spectra.
Anjaneyulu, A. S. R.,Umasundari, P.,Sastry, Ch. V. M.,Satyanarayana, P.
, p. 589 - 595 (2007/10/02)
Thermal and photochemical cyclisations of some dibenzylidenesuccinic anhydrides (Ia to Ic) lead to the formation of a mixture of 1-phenylnaphthalene anhydrides.Blocking one of the cyclisable positions in any one of the two aryl nuclei by bromine atom shows no regiospecificity in directing cyclisation into the non-halogenated aryl nucleus either during thermal or photochemical cyclisation.Cyclisation even into the halogenated aromatic nucleus itself, expected to be stereoselective, is nonstereoselective.The products are preferentially formed by elimination of HBr rather than H2.Incidentally, the naphthalene analogue (VI) of lintetralin, a natural tetralin from Phyllanthus niruri and the respective partial monomethyl ethers (Vm and Vn) have been prepared and characterised by their PMR spectra.
DDQ-Cyclodehydrogenation: Syntheses of 1-Phenylnaphthalenic Lignans
Satyanarayana, P.,Rao, P. Koteswara
, p. 151 - 153 (2007/10/02)
1,2-Diarylidenesuccinic anhydrides (Ia-c) when refluxed with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) and dry HCl in anhyd. benzene undergo cyclization to give 1-phenylnaphthalene-2,3-dicarboxylic anhydrides (IIa-d) in 65-70percent yields.Starting from the anhydrides IIc and IId, syntheses of retochinensin (Vc), chinensin (VIc), retrojusticidin-B (Vd) and justicidin-B (VId) have been achieved.
