Rhodium(iii)-catalyzed diverse [4 + 1] annulation of arenes with 1,3-enynes via sp³/sp² C-H activation and 1,4-rhodium migration.

ABSTRACT: Nitrogen-rich heterocyclic compounds have a profound impact on human health. Despite the numerous synthetic methods, diversified, step-economic, and general synthesis of heterocycles remains limited. C-H bond functionalization catalyzed by rhodium(iii) cyclopentadienyls has proven to be a powerful strategy in the synthesis of diversified heterocycles. Herein we describe rhodium(iii)-catalyzed sp² and sp³ C-H activation-oxidative annulations between aromatic substrates and 1,3-enynes, where alkenyl-to-allyl 1,4-rhodium(iii) migration enabled the generation of electrophilic rhodium(iii) π-allyls via remote C-H functionalization. Subsequent nucleophilic trapping of these species by various sp²-hybridized N-nucleophiles delivered three classes (external

SUBMITTER: Bai D 

PROVIDER: S-EPMC6457175 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature