1255723-35-3Relevant academic research and scientific papers
Convenient synthesis of 2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b]quinolines
Parsekar, Sonia B.,Amonkar, Chandan P.,Parameswaran, Peruninakulath S.,Tilve, Santosh G.
experimental part, p. 3251 - 3258 (2010/12/24)
A convenient general synthesis of 2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-b] quinolines using the Wittig reaction is described. The o-nitrobenzaldehydes (1a-d) on reaction with phosphorane 2 provided (E)-ethyl-α-(2,2- dimethylprop-2-ene)-2-nitrocinnamates (3a-d) in excellent yields, which on cyclization with polyphosphoric acid followed by reductive cyclization using Fe/HCl afforded dihydropyranoquinolines (5a-d). Alternatively, the pyranoquinolines 5a-d were also synthesised from esters 3a-d by employing domino reductive cyclization in a single step. Copyright Taylor & Francis Group, LLC.
