652976-99-3Relevant academic research and scientific papers
Bismuth-catalyzed synthesis of polycyclic aromatic hydrocarbons (PAHs) with a phenanthrene backbone via cyclization and aromatization of 2-(2-arylphenyl)vinyl ethers
Murai, Masahito,Hosokawa, Naoki,Roy, David,Takai, Kazuhiko
supporting information, p. 4134 - 4137 (2014/09/30)
The reaction of 2-(2-arylphenyl)vinyl ethers in the presence of a catalytic amount of bismuth(III) triflate gave substituted phenanthrenes in excellent yields under mild reaction conditions. The reaction was also applied to the construction of other polycyclic aromatic hydrocarbons (PAHs), such as chrysene, helicene, and pyrene having a phenanthrene backbone, via regioselective cyclization. This method has the advantages of easy availability of the cyclization precursors, operational simplicity, and high reaction efficiency.
Synthesis of 13C2-benzo[a]pyrene and its 7,8-dihydrodiol and 7,8-dione implicated as carcinogenic metabolites
Ran, Chongzhao,Xu, Daiwang,Dai, Qing,Penning, Trevor M.,Blair, Ian A.,Harvey, Ronald G.
, p. 4531 - 4533 (2008/09/21)
Synthesis of the 13C2-labelled analogues of the carcinogenic polycyclic aromatic hydrocarbon benzo[a]pyrene and its active metabolites is described. The method entails Pd-catalyzed Suzuki-Miyaura coupling of a naphthalene boronic aci
A Convenient New Synthesis of Benzo[a]pyrene
Harvey, Ronald G.,Lim, Keunpoong,Dai, Qing
, p. 1372 - 1373 (2007/10/03)
A convenient new synthesis of the ubiquitous environmental carcinogen benzo[a]pyrene (BaP) is described. In the key step, the method entails Suzuki coupling of naphthalene 2-boronic acid with 2-bromobenzene-1,3-dialdehyde and requires only three steps. It is considerably shorter and simpler than the older methods and provides BaP in higher overall yield.
