Harekrishna Sahoo, Gowri Sankar Grandhi, Isai Ramakrishna and Mahiuddin Baidya
Org. Biomol. Chem., 2019,17, 10163-10166
DOI:
10.1039/C9OB02177A,
Communication
A selenium radical triggered switchable ortho/ipso-cyclization cascade of N-aryl alkynamides has been devised under metal-free conditions to access 3-selenyl quinolin-2-ones and 3-selenospiro[4,5]trienones in high yields (up to 98%). The simple protocol is scalable and the mechanistic studies suggest that the radical cascade proceeds through a spirocyclic intermediate which is formed via an intramolecular ipso-cyclization route.
![Graphical abstract: Metal-free switchable ortho/ipso-cyclization of N-aryl alkynamides: divergent synthesis of 3-selenyl quinolin-2-ones and azaspiro[4,5]trienones](/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=C9OB02177A "Graphical abstract")
