2003年5月
Reaction of azulenes with 1-trifluoromethanesulfonylpyridinium trifluoromethanesulfonate (TPT) and synthesis of the parent azulene
ORGANIC & BIOMOLECULAR CHEMISTRY
- ,
- ,
- ,
- ,
- ,
- ,
- ,
- 巻
- 1
- 号
- 11
- 開始ページ
- 1947
- 終了ページ
- 1952
- 記述言語
- 英語
- 掲載種別
- DOI
- 10.1039/b212484j
- 出版者・発行元
- ROYAL SOC CHEMISTRY
2-Azulenyl trifluoromethanesulfonate was prepared by the reaction of 2-hydroxyazulene with trifluoromethanesulfonic anhydride in the presence of triethylamine as a base. Under the use of pyridine, 1-trifluoromethane-sulfonylpyridinium trifluoromethanesulfonate further reacted with 2-azulenyl trifluoromethanesulfonate to give 1-(1-trifluoromethanesulfonyl-1,4-dihydropyridin-4-yl) azulenyl trifluoromethanesulfonate. Moreover, we found that azulenes also reacted with 1-trifluoromethanesulfonylpyridinium trifluoromethanesulfonate to give 4-(1-azulenyl)1,4- dihydropyridine derivatives and 6-(1-azulenyl)-1-trifluoromethanesulfonyl-1-aza-hexa-1,3,5-triene depending on the reaction conditions. 2-Azulenyl trifluoromethanesulfonate was converted finally into the parent azulene in excellent yield by palladium-catalyzed reduction using formic acid as a reducing reagent.
- リンク情報
- ID情報
-
- DOI : 10.1039/b212484j
- ISSN : 1477-0520
- Web of Science ID : WOS:000183177100022