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Generation and Reactions of 3-Phenyl-7,8-dehydro-1-azaazulene
Heterocycles ( IF 0.8 ) Pub Date : 2003-01-01 , DOI: 10.3987/com-03-s23
Noritaka Abe , Masao Yoshitsugu , Hiroyuki Fujii , Akikazu Kakehi

3-Phenyl-7,8-dehydro-1-azaazulenes were generated by the treatment of 8-bromo-3-phenyl-1-azaazulenes with potassium t-butoxide in DMSO or in THF in the presence of 16-crown-8-ether, and trapped with diphenylisobenzofuran as 3,7,12-triphenyl-1-aza-7,12-epoxynaphth[2,3-e]azulenes. The structure of the adduct, 2-bromo-3,7, 12-triphenyl-1-aza-7,12-epoxynaphth[2,3-e]azulene, was deduced by X-Ray structure analysis. Similar treatment of 8-bromo-3-phenyl-1-azaazulene with potassium t-butoxide in the presence of furan gave 3-phenyl-1-aza-7,12-epoxynaphth[2,3-e]azulene and 7-phenyl-3H-3a,3c-dihydro-1-aza-3-oxacyclopenta[3,4]cyclobuta[1,2-e]azulene as cycloadducts.

中文翻译:

3-Phenyl-7,8-dehydro-1-azaazulene 的生成和反应

3-Phenyl-7,8-dehydro-1-azaazulenes 是在 16-crown-8- 存在下,用叔丁醇钾在 DMSO 或 THF 中处理 8-bromo-3-phenyl-1-azaazulenes 生成的。醚,并被二苯基异苯并呋喃捕获为 3,7,12-triphenyl-1-aza-7,12-epoxynaphth[2,3-e]azulenes。通过X射线结构分析推导出加合物2-溴-3,7,12-三苯基-1-氮杂-7,12-环氧萘[2,3-e]azulene的结构。在呋喃存在下,用叔丁醇钾对 8-bromo-3-phenyl-1-azaazulene 进行类似处理,得到 3-phenyl-1-aza-7,12-epoxynaphth[2,3-e]azulene 和 7-phenyl -3H-3a,3c-dihydro-1-aza-3-oxacyclopenta[3,4]cyclobuta[1,2-e]azulene 作为环加合物。
更新日期:2003-01-01
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