The synthesis of the N-ethoxycarbonyl derivative of 5-azabicyclo[2.1.0]-pent-2-ene (Dewar pyrrole)—the first member of the parent ring-system
Abstract
N-Ethoxycarbonyl Dewar pyrrole 9, the first member of the parent ring, is formed via photofragmentation of 6 at –60 °C and trapped as its adduct with 1,3-diphenyl-isobenzofuran 11; above this temperature, 9 is unstable and isomerises to N-ethoxycarbonylpyrrole 10.