title: Naphthoquinone-directed C-H annulation and C(sp³)-H bond cleavage: one-pot synthesis of tetracyclic naphthoxazoles.
abstract: One-pot synthesis of tetracyclic naphthoxazole derivatives from electron-deficient naphthoquinones and alkynes was achieved via Rh(III)-catalyzed C-H activation and C(sp(3))-H bond cleavage for the first time. This approach proceeds through a tandem cascade process involving substrate tautomerization, C-H activation, oxidative addition, cyclization, and aromatization. In addition, broad substrate scope, simple starting materials, and steric tolerance make this strategy of great practicality.
authors.affiliation: CAS Key Laboratory of Receptor Research, and Synthetic Organic & Medicinal Chemistry Laboratory (SOMCL), Shanghai Institute of Materia Medica (SIMM), Chinese Academy of Sciences , Shanghai 201203, China.
authors.forename: Meining
authors.initials: M
authors.lastname: Wang
authors.forename: Chi
authors.initials: C
authors.lastname: Zhang
authors.forename: Li-Ping
authors.initials: LP
authors.lastname: Sun
authors.forename: Chunyong
authors.initials: C
authors.lastname: Ding
authors.forename: Ao
authors.initials: A
authors.lastname: Zhang
mesh_terms: D002384:Catalysis; D006860:Hydrogen Bonding; D015394:Molecular Structure; D009285:Naphthoquinones / Q000737:chemistry*; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D009285:Naphthoquinones; D010080:Oxazoles; D011083:Polycyclic Compounds