title: Palladium-catalyzed difunctionalization of internal alkynes via highly regioselective 6-endo cyclization and alkenylation of enynoates: synthesis of multisubstituted pyrones.
abstract: An efficient Pd(II)-catalyzed difunctionalization reaction of internal alkynes is reported. In this reaction, various enynoates and electron-deficient alkenes were used for the syntheses of useful highly substituted pyrone derivatives via a 6-endo cyclization and subsequent alkenylation pathway. The corresponding products could be obtained in moderate to good yields under very mild reaction conditions. The high regioselectivity and wide compatibility with different functional groups found in the desired products demonstrate this method to be a general and useful tool for the synthesis of highly substituted pyrone derivatives.
authors: †Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, China.
authors: Pan-Pan
authors: PP
authors: Tian
authors: †Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, China.
authors: Sai-Hu
authors: SH
authors: Cai
authors: Qiu-Ju
authors: QJ
authors: Liang
authors: †Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, China.
authors: Xing-Yi
authors: XY
authors: Zhou
authors: †Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, China.
authors: Yun-He
authors: YH
authors: Xu
authors: †Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, China.|‡Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
authors: Teck-Peng
authors: TP
authors: Loh
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011753:Pyrones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D000480:Alkynes; D011753:Pyrones; D010165:Palladium