Curtius-like Rearrangement of an Iron–Nitrenoid Complex and Application in Biomimetic Synthesis of Bisindolylmethanes

Abstract

A Curtius-like rearrangement of hydroxamates to isocyanates was discovered. This reaction was initiated from an iron­(II)–nitrenoid complex, which was generated by the iron­(II)-catalyzed cleavage of N–O bonds of functionalized hydroxamates. To demonstrate the efficiency of this new Curtius-like rearrangement in synthetic chemistry, a biomimetic strategy for the one-pot preparation of bisindolylmethanes was developed