2004
DOI: 10.1016/s0040-4039(04)00888-3
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Aza analogs of kainoids by dipolar cycloaddition*1

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“…Interestingly, a simultaneous 1,3-dipolar cycloaddition was observed, [49,50] and the diazomethane was also trapped by the highly activated, conjugated double bond to form a pyrazole ring system. [51] The presence of two nitrogen atoms was proven by the molecular formula C 18 H 28 N 2 O 7 as deduced from HREIMS and further supported by a positive reaction with the Dragendoff reagent, and a complete 1 H and 13 C NMR assignment based on 2D NMR spectra. In particular, the HMBC correlations from NH to C-2, C-3, C-9, from 9-H 2 to C-1, C-2, C-3, and from 2-H to C-1 and C-3, suggested the pyrazole ring substruc- ture.…”
Section: Resultsmentioning
confidence: 85%
“…Interestingly, a simultaneous 1,3-dipolar cycloaddition was observed, [49,50] and the diazomethane was also trapped by the highly activated, conjugated double bond to form a pyrazole ring system. [51] The presence of two nitrogen atoms was proven by the molecular formula C 18 H 28 N 2 O 7 as deduced from HREIMS and further supported by a positive reaction with the Dragendoff reagent, and a complete 1 H and 13 C NMR assignment based on 2D NMR spectra. In particular, the HMBC correlations from NH to C-2, C-3, C-9, from 9-H 2 to C-1, C-2, C-3, and from 2-H to C-1 and C-3, suggested the pyrazole ring substruc- ture.…”
Section: Resultsmentioning
confidence: 85%