Solid-phase synthesis of linked heterocycles from a selenopolystyrene resin.
A linked heterocycle library of isoxazoles, 1,2,3-triazoles, bicyclo[2.2.1]hepta-2,5-diene or 4-methylcyclohexa-1,3-diene and 1,2,4-oxadiazoles was prepared by solid-phase organic synthesis. Key steps on resin-bound selenium were electrophilic additions; 1,3-dipolar cycloaddition; Porco's two-step, one-pot condensation of amidoxime and carboxylate; and Diels-Alder reaction.
Huang
Xian
X
Department of Chemistry, Zhejiang University (XixiCampus), Hangzhou 310028, P. R. China. huangx@mail.hz.zj.cn
Wang
Yu-Guang
YG
D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis*; D020650:Combinatorial Chemistry Techniques / Q000379:methods; D018360:Crystallography, X-Ray; D007555:Isoxazoles / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D016566:Organoselenium Compounds / Q000737:chemistry*; D010069:Oxadiazoles / Q000138:chemical synthesis*; D011137:Polystyrenes / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D014230:Triazoles / Q000138:chemical synthesis*
D001643:Bridged Bicyclo Compounds; D007555:Isoxazoles; D016566:Organoselenium Compounds; D010069:Oxadiazoles; D011137:Polystyrenes; D014230:Triazoles