title: Convergent Synthesis of Diverse Nitrogen Heterocycles via Rh(III)-Catalyzed C-H Conjugate Addition/Cyclization Reactions.
abstract: The development of Rh(III)-catalyzed C-H conjugate addition/cyclization reactions that provide access to synthetically useful fused bi- and tricyclic nitrogen heterocycles is reported. A broad scope of C-H functionalization substrates and electrophilic olefin coupling partners is effective, and depending on the nature of the directing group, cyclic imide, amide, or heteroaromatic products are obtained. An efficient synthesis of a pyrrolophenanthridine alkaloid natural product, oxoassoanine, highlights the utility of this method.
authors.affiliation: Department of Chemistry, Yale University , 225 Prospect Street, New Haven, Connecticut 06520-8107, United States.
authors.forename: Adam B
authors.initials: AB
authors.lastname: Weinstein
authors.affiliation: Department of Chemistry, Yale University , 225 Prospect Street, New Haven, Connecticut 06520-8107, United States.
authors.forename: Jonathan A
authors.initials: JA
authors.lastname: Ellman
mesh_terms: D000475:Alkenes / Q000737:chemistry; D000577:Amides / Q000138:chemical synthesis; D002384:Catalysis; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D007094:Imides / Q000138:chemical synthesis; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*
chemical_list: D000475:Alkenes; D000577:Amides; D006571:Heterocyclic Compounds; D007094:Imides; D012238:Rhodium