N.m.r. studies in the heterocyclic series: XVII—carbon‐13 spectra of indazole derivatives

Abstract

he "C chemical shifts of 17 indnzole derivatives are discossed as a function of snbstituent effects and the N-1-H or N-2-H structure of indnzole. The presence in solution of the N-1-H tautomer is confirmed.

Reactivity of 1,1-disubstituted indazol-3-ylio oxides: synthesis of some substituted indazolols and indazolinones

“…Indazolylio oxides 1, 2, 5-9, 15 and 16, when refluxed with 6 mol dm hydrochloric acid, underwent elimination of an alkyl chloride; 1 , 1 -dimethyl derivatives 1 and 2 afforded, respectively, the corresponding 1 -methylindazolols 3 and 4, and the other betaines gave chloroalkyl compounds 10-14, 17 and 18 (Scheme 1, Tables 1 and 2). In the case of tetrahydroisoquinoline-derived betaine 16, although two reaction products could be formed, only that resulting from a 'benzyl chloride' elimination (18) was detected.…”

“…Yields of indazolinones 24,25,27,28 and 46, as well as those of indazolols 3 and 11 obtained by this method, are included in Table 3 (method C). 24), 147 (47), 104 (13), 92 (15) and 75 (31).…”

The structure of indazolinone and derivatives in the solid state and in solution: an X-ray and nuclear magnetic resonance study

“…Carbon -13 Chemical Shqts of Indazolinones in the Solid State (CPjMA S) and in DMSO Solution.-The assignment of chemical shifts (Table 4) was based on those of indazole l 9 and its N-methyl derivatives. 20 The chemical shifts of C(3a) and C(7a) of hydrazides (11) and (12) are consistent with those of indazolinones, with the exception of the strongly deshielded C(3a) in benzoylhydrazine (1 1). This deshielding (ca.…”

Synthesis and photolysis of azido-benzo[b]thiophens, -benzothiazoles, -benzimidazoles, and -indazoles: novel 6,7-diamino-benzothiazoles, -benzimidazoles, and -indazoles and 6-diethylamino-8H-thiazolo [5,4-c]azepines

“…Likewise, formation of the azirine (10) from the initially generated singlet nitrene (11) would give rise to the odiamine (28) and thiazoloazepine (29). The IH n.m.r.…”