Publications

20.Synthesis of Functionalized Quinolines via Ugi and Pd-Catalyzed Intramolecular Arylation Reactions

Z. B. Ma, Z. Xiang, T. P. Luo, K. Lu, Z. Xu, J. H. Chen*, Z. Yang*

J. Comb. Chem., 2006, 8, 696.

Two types of quinoline scaffolds were constructed in a combinatorial format via the Ugi four-component reaction (U-4CR) and Pd-catalyzed intramolecular arylation reaction. The scope of this two-step synthetic sequence was examined from commercially available and synthetically accessible starting materials.

19.Development of a Concise and Diversity-Oriented Approach for the Synthesis of Plecomacrolides via the Diene-Ene RCM

K. Lu, M. W. Huang, Z. Xiang, Y. Liu, J. H. Chen*, Z. Yang*

Org. Lett., 20068, 1193.

A concise synthesis of the core structures of plecomacrolide with ring sizes varying from 16 to 19 atoms was achieved for the first time by the diene−ene ring-closing olefin metathesis reaction. This approach should allow access to the structurally diverse analogues of plecomacrolide.

18.Application of RCM Reaction in the Construction of ABC Ring of Micrandilactone A

Y. D. Zhang, Y. F. Tang, T. P. Luo, J. Shen, J. H. Chen*, Z. Yang*

Org. Lett., 20068, 107.

The functionalized ABC ring system of micrandilactone A was successfully constructed in 14 steps. The key reactions in this synthesis are the intermolecular Diels−Alder reaction (IMDA) and the eneyne ring-closing metathesis (RCM) reaction.

 

17.Thioureas as Ligands in the Pd-Catalyzed Intramolecular Pauson-Khand Reaction

Y. F. Tang, L. J. Deng, Y. D. Zhang, G. B. Dong, J. H. Chen*, Z. Yang*

Org. Lett. 20057, 1657

The thiourea−Pd complex was established as a novel type of catalyst in the PKR of allylpropargylamine, and the demonstrated chemistry may prove to be valuable for developing thiuorea as a ligand for the Pd-catalyzed Pauson−Khand reaction.

16. Copper-Free Sonogashira Coupling Reaction with PdCl2 in Water under Aerobic Conditions

B. Liang, M. J. Dai, J. H. Chen*, Z. Yang*

J. Org. Chem. 200570, 391.

A mild protocol for the copper-free Sonogashira coupling of aryl iodides with terminal acetylenes in water under aerobic conditions has been developed. The use of 1 mol % PdCl2in the presence of pyrrolidine allows the coupling reaction to proceed at room temperature or 50 °C with good to excellent yields.