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Synthesis of [poly(2-pyridyl)-substituted]-1-azaazulenes

Heterocycles Volume 77 Issue 1 Page 565-574
published_at 2009-01
2009010027.pdf
[fulltext] 126 KB
Title
Synthesis of [poly(2-pyridyl)-substituted]-1-azaazulenes
Creators Ariyoshi Tomoyuki
Creators Noda Tomonori
Creators Watarai Satomi
Creators Tagashira Shoji
Creators Murakami Yoshiko
Creators Fujii Hiroyuki
Creators Abe Noritaka
2-(2-Pyridyl)-1-azaazulenes were derived from 2-bromo- or 2-iodo-1-azaazulenes and 3-(2-pyridyl)-1-azaazulenes were derived from 3-iodo-1-azaazulenes by Suzuki coupling. Reaction of 3-iodo-1-azaazulenes with B(NPDEA) gave corresponding 3-(2-pyridyl)-1-azaazulenes together with 3-borylated-2-chloor-1-azaazulene (9a) or 3,3’-bi(2-methoxy-1-azaazulene) (10b). Reactions of 8-(2-pyridyl)-1-azaazulene with 2-pyridyllithium gave 4,8-di(2-pyridyl)- and 6,8-di(2-pyridyl)-1-azaazulenes. Reactions of 4,8-di(2-pyridyl)-1-azaazulene with 2-pyridyllithium gave 4,6,8-tri(2-pyridyl)-1-azaazulene. The reactivity of the seven-menbered ring is C8 > C6 > C4. Reaction of 3-(2-pyridyl)-1-azaazulenes with 2-pyridyllithium gave 3,4-di(2-pyridyl)- and 3,8-di(2-pyridyl)-1-azaazulenes.
Languages eng
Resource Type journal article
Publishers 日本複素環化学研究所
Date Issued 2009-01
File Version Author’s Original
Access Rights open access
Relations
[ISSN]0385-5414
[NCID]AA00663739
info:doi/10.3987/COM-08-S(F)8
[isVersionOf] [URI]http://www.heterocycles.jp/
Schools 大学院医学系研究科(理学) 大学院理工学研究科(理学) 総合科学実験センター