title: Palladium-catalyzed highly regio- and stereoselective synthesis of 4-alkylidene-4H-3,1-benzoxazines from N-acyl-o-alkynylanilines.
abstract: The highly regio- and stereoselective 6-exo-dig mode cyclization of N-acyl-o-alkynylanilines producing 4-alkylidene-3,1-benzoxazines occurred unpredictably by use of a proper catalyst [Pd(OAc)(2)] and an effective additive (acetic acid) under suitable reaction conditions.
authors.affiliation: Department of Chemistry, Faculty of Science, Tokyo University of Science, Tokyo, Japan. tsaito@rs.kagu.tus.ac.jp
authors.forename: Takao
authors.initials: T
authors.lastname: Saito
authors.forename: Shohei
authors.initials: S
authors.lastname: Ogawa
authors.forename: Naoya
authors.initials: N
authors.lastname: Takei
authors.forename: Noriki
authors.initials: N
authors.lastname: Kutsumura
authors.forename: Takashi
authors.initials: T
authors.lastname: Otani
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry*; D048588:Benzoxazines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D000814:Aniline Compounds; D048588:Benzoxazines; D010165:Palladium