TY - JOUR
T1 - Synthesis of strained pyridine-containing cyclyne via reductive aromatization
AU - Miki, Koji
AU - Fujita, Michiyasu
AU - Inoue, Yuki
AU - Senda, Yoshinori
AU - Kowada, Toshiyuki
AU - Ohe, Kouichi
PY - 2010/5/21
Y1 - 2010/5/21
N2 - The Sonogashira-Hagihara coupling reactions of 2,6-diiodopyridine and cis-3,6-diethynyl-3,6-dimethoxycyclohexa-1,4-diene or cis-9,10-diethynyl-9,10- dimethoxy-9,10-dihydroanthracene gave macrocyclic compounds having alternating 2,6-diethynylpyridine and 3,6-dimethoxycyclohexa-1,4-diene segments. Transformation of the C3-symmetric 2,6-diethynylpyridine-based cyclotrimer was efficiently achieved using tin-mediated reductive aromatization under mild conditions.
AB - The Sonogashira-Hagihara coupling reactions of 2,6-diiodopyridine and cis-3,6-diethynyl-3,6-dimethoxycyclohexa-1,4-diene or cis-9,10-diethynyl-9,10- dimethoxy-9,10-dihydroanthracene gave macrocyclic compounds having alternating 2,6-diethynylpyridine and 3,6-dimethoxycyclohexa-1,4-diene segments. Transformation of the C3-symmetric 2,6-diethynylpyridine-based cyclotrimer was efficiently achieved using tin-mediated reductive aromatization under mild conditions.
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U2 - 10.1021/jo1006202
DO - 10.1021/jo1006202
M3 - Article
C2 - 20420401
AN - SCOPUS:77952480363
SN - 0022-3263
VL - 75
SP - 3537
EP - 3540
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 10
ER -