title: Phosphine-triggered tandem annulation between Morita-Baylis-Hillman carbonates and dinucleophiles: facile syntheses of oxazepanes, thiazepanes, and diazepanes.
abstract: A new phosphine-triggered tandem [3 + 4] annulation reaction between Morita-Baylis-Hillman carbonates and 1,4-diheteroatom dinucleophiles has been developed, which provides a facile synthetic method for saturated seven-membered 1,4-heterocycles such as 1,4-oxazepanes, 1,4-thiazepanes, and 1,4-diazepanes. Mechanistic investigation implies that this reaction takes place through a phosphine-catalyzed allylic alkylation followed by a general base-catalyzed intramolecular Michael cyclization.
authors.affiliation: The State Key Laboratory of Elemento-Organic Chemistry and Department of Chemistry, Nankai University, 94 Weijin Road, Tianjin 300071, PR China.
authors.forename: Rong
authors.initials: R
authors.lastname: Zhou
authors.forename: Jianfang
authors.initials: J
authors.lastname: Wang
authors.forename: Chong
authors.initials: C
authors.lastname: Duan
authors.forename: Zhengjie
authors.initials: Z
authors.lastname: He
mesh_terms: D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010077:Oxazepines / Q000138:chemical synthesis* / Q000737:chemistry; D010720:Phosphines / Q000737:chemistry*; D013841:Thiazepines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D002254:Carbonates; D006571:Heterocyclic Compounds; D010077:Oxazepines; D010720:Phosphines; D013841:Thiazepines; C044646:phosphine