Synthesis of quinolines from the Baylis–Hillman acetates via the oxidative cyclization of sulfonamidyl radical as the key step

Ethyl 3-quinolinecarboxylates 5 were synthesized in good to moderate yields from the Baylis–Hillman acetates 1 via the oxidative cyclization reaction of the N-tosylamidyl radical, which was generated from the rearranged tosylamide derivatives 2 by iodobenzene diacetate and iodine. Graphic

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Bibliographic Details
Published in:Tetrahedron letters 2002-08, Vol.43 (35), p.6209-6211
Main Authors: Kim, Jae Nyoung, Chung, Yun Mi, Im, Yang Jin
Format: Article
Language:English
Subjects:
Baylis–Hillman acetates
iodobenzene diacetate
quinolines
sulfonamidyl radical
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Summary:Ethyl 3-quinolinecarboxylates 5 were synthesized in good to moderate yields from the Baylis–Hillman acetates 1 via the oxidative cyclization reaction of the N-tosylamidyl radical, which was generated from the rearranged tosylamide derivatives 2 by iodobenzene diacetate and iodine. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(02)01314-X