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Synthesis 1997; 1997(12): 1425-1428
DOI: 10.1055/s-1997-1377
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Synthesis of 5-Substituted Quinolin-8-ols

Yoshiharu Nakano* , Dai Imai
  • *Faculty of Science, Ibaraki University, Bunkyo 2-1-1, Mito, 310 Japan, Fax +81(29)2288406; E-mail: nyoshi@mito.ipc.ibaraki.ac.jp
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Publikationsdatum:
31. Dezember 2000 (online)

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A new preparative procedure for 5-aryl- or 5-decylquinolin-8-ols was developed. The key step of the procedure is the cross coupling of 8-benzyloxy-5-bromoquinoline with arylboronic acid or 9-decyl-9-borabicyclo[3.3.1]nonane (Suzuki reaction). Deprotection of the benzyloxy group was accomplished successfully by Pd/C catalyzed hydrogen transfer from cyclohexa-1,4-diene.

Preparation of 5-aryl- or 5-decyl-quinolin-8-ols from 8-benzyloxy-5-bromoquinoline