title: Sonogashira coupling reactions of bromomaleimides: route to alkyne/cis-alkene/alkyl maleimides: synthesis of luffarin X and cacospongionolide C.
abstract: Palladium-catalyzed Sonogashira coupling reaction of bromomaleimides with a diverse range of terminal alkynes has been demonstrated to furnish the corresponding alkynylmaleimides in very good yields. This coupling reaction followed by selective reduction of the triple bond to single bond have been utilized as the decisive steps to accomplish the first total synthesis of natural products (±)-luffarin X and (±)-cacospongionolide C.
authors.affiliation: Division of Organic Chemistry,  National Chemical Laboratory  (CSIR), Pune 411 008, India.
authors.forename: Prashant S
authors.initials: PS
authors.lastname: Deore
authors.forename: Narshinha P
authors.initials: NP
authors.lastname: Argade
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D008301:Maleimides / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013729:Terpenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000475:Alkenes; D000480:Alkynes; D005663:Furans; D008301:Maleimides; D013729:Terpenes; C572542:cacospongionolide C; C572540:luffarin X; D010165:Palladium