Synthesis of a library of benzoindolizines using poly(ethylene glycol) as soluble support.
A library of benzoindolizines (pyrrolo [1,5-a] quinolines 10 and pyrrolo [1,5-a] quinolines 9) has been synthesized using poly(ethylene glycol) (PEG) as soluble polymer support. The PEG-supported isoquinolinium salt 4 reacted, respectively, with active alkenes 11 using tetrakispyridinecobalt(II) dichromate (TPCD) as oxidant or alkynes 12 to give 10, of which yields were from moderate to high. By analogy, the reaction of PEG-supported quinolinium salt 3 with 12 was to produce 9. However, in the presence of TPCD the reaction of 3 with 11 afforded indolizines 8, which was discovered firstly.
Yue
Guizhou
G
Faculty of Chemistry and Material Science, Hubei University, Wuhan, Hubei 430062, China.
Wan
Yadong
Y
Song
Shaojun
S
Yang
Guichun
G
Chen
Zuxing
Z
D001554:Benzene / Q000737:chemistry*; D007212:Indolizines / Q000138:chemical synthesis; D007546:Isoquinolines / Q000737:chemistry; D008956:Models, Chemical; D011092:Polyethylene Glycols / Q000737:chemistry*; D011804:Quinolines / Q000737:chemistry; D012995:Solubility
D007212:Indolizines; D007546:Isoquinolines; D011804:Quinolines; D011092:Polyethylene Glycols; D001554:Benzene