2003
DOI: 10.3987/com-02-s15
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First Synthesis and Cycloaddition Reactions of 1-Azaazulene N-Ylide

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Cited by 5 publications
(2 citation statements)
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“…12 For the development of azaazulene chemistry 13 and for an interest in the construction of new fused heterocycles, we advanced the investigation to the reactions of 1-azaazulenium 1-methylides, and we wish report the full detail herein.…”
Section: ------------------------------------------------------------mentioning
confidence: 99%
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“…12 For the development of azaazulene chemistry 13 and for an interest in the construction of new fused heterocycles, we advanced the investigation to the reactions of 1-azaazulenium 1-methylides, and we wish report the full detail herein.…”
Section: ------------------------------------------------------------mentioning
confidence: 99%
“…In the 1 H NMR spectra of 5ab and 6ab, H-6 proton of 5ab and H-9 proton of 6ab were resonated at low field (δ 7.16 and δ 9.82, respectively) compared with those of 5aa and 6aa (δ 5.72 and δ 8.19, respectively), which would be influenced by anisotropy of ester group situated at peri-position. It is known that the ester groups at C-5 of 5aa and at C-1 of 6aa were situated nearly perpendicular with rings, 12 where steric repulsion between esters at C-4 and C-5 of 5aa and esters at between at C-1 and C-2 of 6aa would exist. Absence of the ester group at C-4 of 5aa and at C-2 of 6aa affords dissolution of the steric repulsion of the esters of 5ab and 6ab and, the esters at C-5 of 5aa and at C-1 of 6aa would be situated in co-planer with the rings.…”
mentioning
confidence: 99%