134540-13-9Relevant academic research and scientific papers
REGIOSELECTIVE CYCLOADDITIONS OF 1H-AZEPINE AND 1H-1,2-DIAZEPINE DERIVATIVES WITH N,α-DIPHENYLNITRONE AND NITROSOBENZENE
Saito, Katsuhiro,Yoshino, Akihiro,Watanabe, Hiroyuki,Takahashi, Kensuke
, p. 497 - 504 (2007/10/02)
Reactions of 1-carbomethoxy-1H-azepine with N,α-diphenylnitrone afforded endo- and exo--type cycloadducts in almost the same ratio.Reactions of 1-carboethoxy-1H-azepine with nitrosobenzene in chloroform afforded - and -types of cycloadducts.Analogous results were obtained in the reactions using 1-carboethoxy-1H-1,2-diazepine.
1,3-DIPOLAR CYCLOADDITIONS OF N,α-DIPHENYLNITRONE TO THE 4,5-POSITIONS OF 1H-AZEPINE AND 1H-1,2-DIAZEPINE DERIVATIVES: FORMATION OF ENDO- AND EXO-TYPE CYCLOADDUCTS AND COMPUTER-ASSISTED LINE SHAPE SIMULATION OF THE NMR SPECTRA OF THE ADDUCTS
Saito, Katsuhiro,Yoshino, Akihiro,Takahashi, Kensuke
, p. 1 - 6 (2007/10/02)
Reaction of 1-carbomethoxy-1H-azepine with N,α-diphenyl-nitrone afforded two stereochemical isomers in almost the same ratio.The analysis of the nmr spectra of the cycloadducts were confirmed by good coincidence of the spectra to those obtained by computer assisted line shape simulation.The analogous result was obtained in the reaction using 1-carboethoxy-1H-1,2-diazepine.The reaction is considered to proceed through concerted -type 1,3-dipolar cycloadditions of the nitrone to the 4,5-positions of the azepine or diazepine to give endo- and exo-type adducts because of the absence of stabilization effects by secondary orbital interactions in the transition states
