Art

J-GLOBAL ID：200902221089927615   Reference number：06A0910617

MICROWAVE-ASSISTED CYCLOADDITION REACTION OF AZIDES TO N-SUBSTITUTED 2-AZABICYCLO[2.2.1]HEPT-5-EN-3-ONES

アジドのN-置換-2-アザビシクロ[2.2.1]ヘプタ-5-エン-3-オン類へのマイクロ波支援環状付加反応

Author (4)： ISHIKURA Minoru (Health Sci. Univ. Hokkaido, Hokkaido, JPN) ,  HASUNUMA Miyako (Health Sci. Univ. Hokkaido, Hokkaido, JPN) ,  YAMADA Koji (Health Sci. Univ. Hokkaido, Hokkaido, JPN) ,  YANADA Reiko (Hiroshima International Univ., Hiroshima, JPN)
Material： Heterocycles  (International Journal for Reviews and Communications in Heterocyclic Chemistry)
Volume： 68  Issue： 11  Page： 2253-2257  Publication year： Nov. 01, 2006 
JST Material Number： S0966A  ISSN： 0385-5414  CODEN： HTCYAM  Document type： Article
Article type： 短報  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： azide (organic) ,...
Semi thesaurus term： bridged compound

   To see more with JDream III (charged).   {{ this.onShowAbsJLink("http://jdream3.com/lp/jglobal/index.html?docNo=06A0910617&from=J-GLOBAL&jstjournalNo=S0966A") }}

JST classification (1)： Condensed derivatives of pyrroles  (CF07077C)

Substance index (14)： (1α,4α)-2-(tert-Butoxycarbonyl)-2-azabicyclo[2.2.1]hepta-5-ene-3-one ,  (1α,4α)-2-(tert-Butyldimethylsilyl)-2-azabicyclo[2.2.1]hepta-5-ene-3-one ,  (1α,2β,4β,5α)-3-Tosyl-7-oxo-3,6-diazatricyclo[3.2.1.0^2,4]octane-6-carboxylic acid tert-butyl ester ,  (1α,2β,4β,5α)-3-Tosyl-6-(tert-butyldimethylsilyl)-3,6-diazatricyclo[3.2.1.0^2,4]octane-7-one ,  (1α,2β,4β,5α)-3-(Diphenoxyphosphinyl)-7-oxo-3,6-diazatricyclo[3.2.1.0^2,4]octane-6-carboxylic acid tert-butyl ester ,  (1α,2β,4β,5α)-3-(Diphenoxyphosphinyl)-6-(tert-butyldimethylsilyl)-3,6-diazatricyclo[3.2.1.0^2,4]octane-7-one ,  (1α,2β,6β,7α)-5-Phenyl-9-oxo-3,4,5,8-tetraazatricyclo[5.2.1.0^2,6]deca-3-ene-8-carboxylic acid tert-butyl ester ,  (1α,2β,6β,7α)-5-Phenyl-8-(tert-butyldimethylsilyl)-3,4,5,8-tetraazatricyclo[5.2.1.0^2,6]deca-3-ene-9-one ,  (1α,2β,6β,7α)-5-Benzyl-9-oxo-3,4,5,8-tetraazatricyclo[5.2.1.0^2,6]deca-3-ene-8-carboxylic acid tert-butyl ester ,  (1α,2β,6β,7α)-5-Benzyl-8-(tert-butyldimethylsilyl)-3,4,5,8-tetraazatricyclo[5.2.1.0^2,6]deca-3-ene-9-one ,  (1α,2β,6β,7α)-3-Phenyl-9-oxo-3,4,5,8-tetraazatricyclo[5.2.1.0^2,6]deca-4-ene-8-carboxylic acid tert-butyl ester ,  (1α,2β,6β,7α)-3-Phenyl-8-(tert-butyldimethylsilyl)-3,4,5,8-tetraazatricyclo[5.2.1.0^2,6]deca-4-ene-9-one ,  (1α,2β,6β,7α)-3-Benzyl-9-oxo-3,4,5,8-tetraazatricyclo[5.2.1.0^2,6]deca-4-ene-8-carboxylic acid tert-butyl ester ,  (1α,2β,6β,7α)-3-Benzyl-8-(tert-butyldimethylsilyl)-3,4,5,8-tetraazatricyclo[5.2.1.0^2,6]deca-4-ene-9-one

Reference (10)：

• M. K. Gurjar, S. Bera, R. R. Joshi, and R. A. Joshi, Heterocycles, 2003, 60, 2293; M. Ishikura, M. Hasunuma, and M. Saijo, Heterocycles, 2004, 63, 5; M. Ishikura, M. Hasunuma, and K. Yanada, Heterocycles, 2005, 65, 2587; R. J. Brea, M. Amorin, L. Castedo, and J. R. Granja, Angew. Chem. Int. Ed., 2005, 44, 5710.
• a) N. Katagiri, Y. Yamatoya, and M. Ishikura, Tetrahedron Lett., 1999, 40, 9069; b) M. Ishikura, A. Murakami, and N. Katagiri, Org. Biomol. Chem., 2003, 1, 452; c) M. Ishikura, K. Matsumoto, M. Hasunuma, and N. Katagiri, Heterocycles, 2003, 60, 2737; d) M. Ishikura, K. Matsumoto, and A. Murakami, Heterocycles, 2004, 64, 241.
• M. Ishikura, S. Kudo, A. Hino, N. Ohnuki, and N. Katagiri, Heterocycles, 2000, 53, 1499.
• R. Huisgen, L. MObius, G. Muller, H. Stangl, G. Szeimies, and J. M. Vernon, Chem. Ber., 1965, 98, 3992.
• There is one example of cycloaddition reaction of phenyl azide to 1 (R= H) at 90°C in CH₂Cl₂; J. R. Malpass, D. Belkacemi, G. A. Griffith, and M. D. Robertson, ARKIVOC, 2002,(vi), 164.

Terms in the title (5)： アジド ,  置換 ,  マイクロ波 ,  支援 ,  環状付加反応