e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Tetrahedron
A direct anionic cyclization of 2-alkynylbenzonitrile to 3-substituted-1 (2H)-isoquinolones and 3-benzylideneisoindol-2-ones initiated by methoxide addition
Treatment of 2-(2-alkylethynyl) benzonitrile with sodium methoxide in refluxing methanol for 12 h gave 3-alkyl-1 (2H)-isoquinolone in modest yield. Under the same reaction conditions, methanolysis of 2-(2-arylethynyl) benzonitrile lead to the formation of 3-alkylidene isoindol-1- one. Partial hydrolysis of 2-(1-hexynyl) benzonitrile to the corresponding benzamide, followed by treatment of the benzamide with sodium methoxide in refluxing methanol gave ...