Pd-Catalyzed Alkyne Insertion/C–H Activation/[4 + 2] Carboannulation of Alkenes to the Synthesis of Polycyclics

• DOI: 10.1021/acs.orglett.8b03884
• Publication Date: 2019-01-29T17:30:49Z
• Authors: Songjin Guo; Panpan Li; Zhe Guan; Libo Cai; Siwei Chen; Aijun Lin; Hequan Yao
• Keywords: Alkyne; Alkene; Insertion reaction

An unprecedented Pd-catalyzed alkyne insertion/C–H activation/intramolecular [4 + 2] carboannulation of alkenes has been reported. In this transformation, the C–H activation was triggered by an in situ generated alkenylpalladium species via cross-coupling reaction aryl iodides and alkynes. Subsequently, resulting five-membered C, C–palladacycle intermediates were added across alkenes, providing a unique approach to access diversified polycyclics good efficiency. Two new rings three C–C bonds formed one pot.