Dicarbofunctionalization of unactivated alkenes by palladium-catalyzed domino Heck/intermolecular direct hetero arylation with heteroarenes

A palladium-catalyzed domino Heck/intermolecular direct hetero arylation sequence of unactivated alkenes was developed, providing 1,2,3-triazole containing bisheterocycles bearing all-carbon quaternary centers with yields of 25-90%. The protocol was extended to 1,3,4-oxadiazoles as well. The installed triazole was further exploited for late-stage functionalizations, and the mechanistic studies indicate the involvement of C-H activation.

Automated summary

A palladium-catalyzed domino Heck/intermolecular direct hetero arylation sequence of unactivated alkenes was developed in this study, providing bisheterocycles bearing all-carbon quaternary centers with 1,2,3-triazole moiety in yields of 25-90%. The protocol was also successfully extended to 1,3,4-oxadiazoles, and the installed triazole was further utilized for late-stage functionalizations, with mechanistic studies pointing towards the involvement of C-H activation.