124067-74-9Relevant academic research and scientific papers
A MECHANISTIC STUDY ON THE PHOTOCHEMICAL CYCLIZATION OF PROTONATED 2-AZA-1,3-DIENE DERIVATIVES
Armesto, Diego,Ortiz, Maria J.,Horspool, William M.,Romano, Santiago
, p. 374 - 379 (2007/10/03)
Quantum yield determinations for the photocyclization of protonated 4-aroyloxy-3,4-diaryl-1,1-diphenyl-2-azabuta-1,3-dienes 5 into substituted 3-aryl-1,1-diphenyl-isoquinolin-4(1H)-ones 6 support the involvement of an intramolecular single electron transfer (SET) mechanism from an aryl group to an iminium system. - Key words: Photochemistry; 2-Aza-1,3-dienes; Iminium salts; Isoquinolinones; Single electron transfer.
A Synthesis of Isoquinolinones by the Photochemical Cyclization of 2-Azabuta-1,3-dienes in the Presence of Acids
Armesto, Diego,Gallego, Mar G.,Ortiz, Maria J.,Romano, Santiago,Horspool, William M.
, p. 1343 - 1347 (2007/10/02)
A study of the photochemical reactions of a series of 2-azabuta-1,3-dienes in the presence of perchloric acid or boron trifluoride-diethyl ether is reported.The photochemical reaction affords cyclization of all of the dienes to yield novel isoquinolinone derivatives.The reaction is interpreted as involving protonation, or complexation of the nitrogen lone pair.This prevents an electron transfer reaction which has been reported to yield novel dihydro-oxazole derivatives.Instead a photochemical Mannich reaction results in cyclization with the production of the isoquinolinone skeleton.
