Easily available and nontoxic FeCl(3) catalyzes intramolecular oxidative coupling for the direct construction of the phenanthrene ring using meta-chloroperbenzoic acid as sole oxidant at room temperature in excellent yields. The mechanistic investigations show that FeCl(3)-catalyzed coupling proceeds through the heterolytic coupling (A(+) + B). The catalytic approach has been applied to intermolecular biaryl coupling of 2-naphthols and phenol ether.

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Novel benzoylphenylureas containing an oxime ether group were designed and synthesized by four schemes. These benzoylphenylureas were identified by (1)H NMR spectroscopy and element analysis (or HRMS). The bioactivities of the new compounds were evaluated. These benzoylphenylureas exhibited excellent larvicidal activities against oriental armyworm, some of which were much better in comparison with the commercial Flucycloxuron. In particular, the larvicidal activities against oriental armyworm of compounds 1 and 23 were 5-10 times better than that of Flucycloxuron. Most of these benzoylphenyureas exhibited excellent larvicidal activities against mosquito. At the same time, some of these compounds have good plant growth regulatory activities as well.

Iron(III) chloride has been used to prepare the polymethoxy substituted phenanthrene derivatives via intramolecular oxidative coupling of (E or Z)-2,3-di(substituted phenyl)acrylate at room temperature in excellent yields. Mild reaction conditions and the use of inexpensive and nontoxic FeCl 3 provide a novel practical and large-scaled viable route for the synthesis of the important phenanthrene rings.