Catalytic Functionalization of Metallocarbenes Derived from α-Diazocarbonyl Compounds and Their Precursors.

Short and efficient synthesis of heterocyclic compounds are highly desirable in synthetic organic chemistry. It is a dream approach to accomplish these syntheses from readily available starting materials in a single step. In this personal account, we discuss our contribution in the synthesis of heterocyclic compounds and beyond from N-sulfonyl-1,2,3-triazoles and α-diazocarbonyl compounds, which are the precursors for α-imino (carbonyl) metal carbenes in the presence of transition metal catalysts. Functionalization of α-imino(carbonyl) metal carbenes has been achieved through in-situ generated metal-stabilized ylides followed by either intramolecular trapping by non-polar bonds, rearrangement, cycloaddition, or 1,3-insertion fashion, which led to the efficient synthesis of various synthetically important intermediates and heterocyclic compounds.