Leed, Andrew R.; Boettger, Susan D.; Ganem, Bruce published the artcile< Studies on the synthesis of substituted phenanthrenoids>, Reference of 56724-03-9, the main research area is juncusol; phenanthrene substituted; halogenation regioselective benzene.
Highly regioselective reactions for the construction of polysubstituted benzenes I (R = H, Me, SiMe2CMe3; R1, R2 = H, Br) and II (R3 = CO2H, CH2OH, CH2Br, CH2PPh3Br) are described, including some remarkable site-selective halogenations. These were used to prepare halo-, nitro-, amino-, and urethane-substituted stilbenes e.g., (E)-III (R4 = NO2, NH2, NHCO2Et; R5, R6 = H, iodo). Thermal as well as photochem. cyclizations were attempted. Stilbene III (R4 = NO2, R5 = H, R6 = iodo) gave the IV (R7 = H, Br; R8 = NO2, NH2); likewise III (R4 = NHCO2Et, R5 = H, R6 = iodo) furnished two new tricyclics, IV (R7 = Br; R8 = NH2, NHCO2Et), whereas irradiation of III (R4 = NHCO2Et, R5 = R6 = H) in HOCMe3 captured solvent to produce phenanthrenes IV (R7 = NHCO2Et; R8 = OH, OCMe3). Strategies for the total synthesis of juncusol (V), a cytotoxic phytoalexin, are considered.
Journal of Organic Chemistry published new progress about Halogenation, regioselective. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Reference of 56724-03-9.
Referemce:
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Ether | (C2H5)2O – PubChem