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New approach to the synthesis of non-benzenoid aromatic compounds, functionalized 1-azaazulene derivatives: Cyclization reactions of 2-substituted tropones with N-silylenamine and enamine

Heterocycles Volume 65 Issue 11 Page 2799-2807
published_at 2005
2007020185.pdf
[fulltext] 3.2 MB
Title
New approach to the synthesis of non-benzenoid aromatic compounds, functionalized 1-azaazulene derivatives: Cyclization reactions of 2-substituted tropones with N-silylenamine and enamine
Creators Sakai Norio
Creators Hattori Naoto
Creators Tomizawa Nanako
Creators Abe Noritaka
Creators Konakahara Takeo
The reaction of enamines with 2-subsituted tropones produced functionalized 1-azaazulene derivatives. When the reaction is conducted in an aprotic solvent, such as DMSO, the desired 1-azaazulene was obtained in 51% yield. The introduction of an electron-donating group on the enamine increased its nucleophilicity and improved the product yield. On the other hand, the reaction of enamines with 4-isopropyltropone-2-tosylate afforded a different 1-azaazulene derivative.
Languages eng
Resource Type journal article
Publishers 日本複素環化学研究所
Date Issued 2005
File Version Version of Record
Access Rights open access
Relations
[ISSN]0385-5414
[NCID]AA00663739
Schools 大学院医学系研究科(理学)