Synthesis of Ring Size  seco ‐Analogs of the Antitumor Antibiotic CC‐1065 by Two Consecutive Transition Metal‐Initiated Transformations | Zendy

Tietze Lutz F. | Zendy; Looft Jan | Zendy; Feuerstein Tim | Zendy

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Synthesis of Ring Size seco ‐Analogs of the Antitumor Antibiotic CC‐1065 by Two Consecutive Transition Metal‐Initiated Transformations

Author(s) -

Tietze Lutz F.,

Looft Jan,

Feuerstein Tim

Publication year - 2003

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200300077

Subject(s) - chemistry , quinoline , halogenation , transition metal , ring (chemistry) , iodine , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis

Novel seco ‐analogs of CC‐1065 1 were synthesized from comercially available nitroaniline by reduction, bromination, bisulfonation and bisallylation followed by reaction with tert ‐butyllithium, zirconocene and iodine. The obtained quinoline 6 was then transformed into 17 and 18 , which, upon treatment with Pd 0 , led to 21 and 22 , respectively. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

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