2002
DOI: 10.1016/s0040-4039(02)01115-2
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An unexpected chemical behavior of 5-N-(benzotriazol-1-ylmethyl)amino-3-tert-butyl-1-phenylpyrazole

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Cited by 17 publications
(8 citation statements)
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“…In the event, compound (I) was obtained both in the presence and in the absence of the dimedone, and its formation appears to involve a migratory rearrangement of the pyrazole component prior to a condensation reaction with the aldehyde component. An analogous rearrangement involving the migration of a benzotriazol-1-ylmethyl group, as opposed to a simple benzyl group as here, was postulated (Abonía et al, 2002) to proceed via an ionic mechanism (cf. Scheme 2).…”
Section: Introductionmentioning
confidence: 78%
“…In the event, compound (I) was obtained both in the presence and in the absence of the dimedone, and its formation appears to involve a migratory rearrangement of the pyrazole component prior to a condensation reaction with the aldehyde component. An analogous rearrangement involving the migration of a benzotriazol-1-ylmethyl group, as opposed to a simple benzyl group as here, was postulated (Abonía et al, 2002) to proceed via an ionic mechanism (cf. Scheme 2).…”
Section: Introductionmentioning
confidence: 78%
“…23 Finally, compound 13{2} was obtained from the reaction of either 8 or 9 starting materials with the unactivated styrene 10{2} in comparable yields. This finding suggests an isomerization pathway from 8 to 9 during the course of the reaction, when reaction started with compound 8.…”
Section: Methodsmentioning
confidence: 99%
“…[17][18][19] Using some previous results as starting point, [20][21][22] we successfully synthesized novel triaza-indacene and triaza-cyclopentanaphthalene derivatives 11,14{3} and 11,14{4} respectively, and tetrahydropyrazolopyridines 12{1}, 13{2} and 15{1} in acceptable to good yields, from the reaction of benzotriazolylmethylaminopyrazoles 8 and 9 with the representative terminal alkenes 10{1-4}, following the benzotriazole methodology in solvent-free conditions, under the presence of p-toluenesulfonic acid (PTSA) as catalyst. 23 In our protocol, pyrazolo-benzotriazolyl derivatives 8 and 9 [24][25] were initially prepared as depicted in Scheme 2. The starting hydroxymethylbenzotriazole 7 was previously obtained by reacting benzotriazole (BtH) and formaldehyde 2 in a hot aqueous solution.…”
Section: Synthesis Of Novel Hydropyrazolopyridine Derivatives Under Smentioning
confidence: 99%
“…For background to pyrazole-based ligands, see; Ahmed et al (2005); Abonia et al (2002Abonia et al ( , 2004Abonia et al ( , 2010; Guerrero et al (2009); Quiroga et al (2008); Schutznerová , et al (2012). For structure of an isomer of the title compound, see: Low et al (2004).…”
Section: Related Literaturementioning
confidence: 99%