627529-31-1Relevant articles and documents
Novel Synthesis of Isoquinolines Using Isobenzofuran-Nitrile Diels-Alder Reactions
Ghorai, Binay K.,Jiang, Delu,Herndon, James W.
, p. 4261 - 4263 (2003)
(Equation presented) The synthesis of isoquinolines through coupling of 2-alkynylbenzaldehyde derivatives with β-cyanocarbene complexes has been examined. The reaction involves formation of an isobenzofuran followed by intramolecular Diels-Alder reaction with the nitrite, a process with limited precedent. The unique success of this process in this system has been attributed to deoxygenation of the initial adduct to form the isoquinoline ring system.