title: Palladium-catalyzed highly regioselective 6-exo-dig cyclization and alkenylation of ortho-ethynylanilides: the synthesis of polyene-substituted benzo[d][1,3]oxazines.
abstract: A Pd-catalyzed highly regioselective 6-exo-dig cyclization/alkenylation reaction of ortho-ethynylanilides has been developed. This tandem cross-coupling protocol represents a simple, efficient, step- and atom-economic approach for the construction of scarcely known polyene-substituted benzo[d][1,3]oxazines in moderate to excellent yields with a broad substrate scope.
authors: Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou, 215123, People's Republic of China. shunyi@suda.edu.cn shunjun@suda.edu.cn.
authors: Zhong-Jian
authors: ZJ
authors: Cai
authors: Chao
authors: C
authors: Yang
authors: Shun-Yi
authors: SY
authors: Wang
authors: Shun-Jun
authors: SJ
authors: Ji
mesh_terms: D000478:Alkylation; D000813:Anilides / Q000737:chemistry*; D048588:Benzoxazines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D011090:Polyenes / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000813:Anilides; D048588:Benzoxazines; D009942:Organometallic Compounds; D011090:Polyenes; D010165:Palladium