Direct Spirocyclization from Keto-sulfonamides: An Approach to Azaspiro Compounds.
Frédéric BeltranIndira FabreIlaria CiofiniLaurence MieschPublished in: Organic letters (2017)
Spontaneous spirocyclization of keto-sulfonamides via ynamides through a one-pot process is presented. Push-pull ynamides were obtained through Michael addition/elimination without Cu. The obtained azaspiro compounds are building blocks for indole alkaloids. Theoretical studies provide insights into the mechanism of the formal Conia-ene reaction.