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Pyrrolopyridines

Pyrrolo[3,2-c]pyridine, 4-hydroxy-tautomerism, 4, 500 Pyrrolo[3,2-c]pyridine, 2,3,3-trimethyl-methylation, 4, 513 Pyrrolo[3,4-6]pyridine, 2-methyl-UV spectra, 4, 501 Pyrrolo[3,4-c]pyridine, 2-methyl-UV spectra, 4, 501 Pyrrolopyridines acylation, 4, 504 bromination, 4, 505 diazo coupling, 4, 506 NMR, 4, 498... [Pg.823]

Pyrrolopyridines — see Indolizines Pyrrolo[l,2-a]pyridines — see Indolizines Pyrrolo[2,3]pyridines alkylation, 4, 504 synthesis, 4, 528... [Pg.823]

Scheme 9.17. Domino amide-formation/hetero-Diels-Alder reaction/Michael-cycloreversion producing pyrrolopyridines 9-86. Scheme 9.17. Domino amide-formation/hetero-Diels-Alder reaction/Michael-cycloreversion producing pyrrolopyridines 9-86.
In addition, oxa-bridged pyrrolopyrimidines can be prepared by employing electron-poor allyl amines, with aldehydes and isocyanoacetamides [57]. The products can be transformed into the pyrrolopyridines by adding TFA at -78 °C to the reaction mixture. [Pg.554]

Knochel and co-workers employed the base-mediated cyclization of 2,6-diamino-3,5-dialkynylpyridines in the synthesis of bis-pyrrolopyridine 95 from bis-acetylene 94 (Equation 21) <2003PS(178)1781, 2003T1571>. [Pg.725]

Reaction of pyrrolopyridines 241 with tosylmethyl isocyanide (TosMIC) in the presence of a phase transfer catalyst tetra- -butylammonium iodide (TBAI) provides the tricyclic pyrimidopyrrolopyrimidine derivatives 242 (Equation 30) <20000L3253, 2004JOC4974, 2005JOC4879>. [Pg.996]

Sakamoto described similar reactions of o-bromoaniline derivatives with (Z)-tributyl-2-ethoxyvinyltin and subsequent cyclization of the coupled product with TsOH to yield, for example, N-acetylindole (29% yield overall) [185], This research group also used this methodology to synthesize a series of azaindoles, an example of which is illustrated below [204]. Halonitropyridines were particularly attractive as coupling partners with tributyl-2-ethoxyvinyltin and precursors to azaindoles. Although the (Z)-isomer of 202 is obtained initially, it isomerizes to the ( )-isomer which is the thermodynamic product. This strategy represents a powerful method for the synthesis of all four azaindoles (l//-pyrrolopyridines). In fact, this method, starting with 2,6-dibromoaniline, is one of the best ways to synthesize 7-bromoindole (96% overall yield) [36]. [Pg.117]

Yamanaka and associates developed a method for the synthesis of 2-butylindole from the Sonogashira adduct of ethyl 2-bromophenylcarbamate and 1-hexyne [65, 66]. Extension of that method to pyridines led to the synthesis of pyrrolopyridines [67]. However, the method was not... [Pg.393]

Gamez-Montaho et al. described an Ugi variation where the carboxylic acid was replaced with an amide [68]. The amide oxygen is nucleophilic enough to effect ring closure to oxazole intermediates 44, which then undergo aza-Diels-Alder reaction with the double bond of the allylic amine component to form oxa-bridged heterocycles 45, which can either be isolated as a separate class of compounds or converted to pyrrolopyridines 46 by treatment with TEA (Scheme 8). [Pg.155]

Vasella and co-workers (72) employed mtinchnone chemistry in the synthesis of several pyrrolopyridines and imidazopyridines as novel inhibitors of p-D-glucosi-dases (Scheme 10.23). Thus, treatment of the lactam glycine (119) with acetic... [Pg.701]

This chapter covers nine bicyclic ring systems however, little or no information is available in the chemical literature for some of them. Chemical literature from 1995 to 2006 is the focus of this chapter. Literature prior to 1995 has been extensively covered previously <1984CHEC(4)497, 1996CHEC-II(7)167>. Overall, the greatest emphasis in the literature, in terms of synthetic studies, reactivity, and applications, has been placed on bicyclic ring systems containing a six-membered pyridine ring - pyrrolopyridines, furopyridines, and thienopyridines. [Pg.265]

The pyrrolopyridine isomers, shown in Figure 1, represent the most widely studied compounds within the bicyclic 5-6 systems discussed here. Azaindole, a common name for these compounds, is found less frequently in the literature. Each ring of the pyrrolopyridines contains a nitrogen heteroatom. The most comprehensively studied isomers are compounds 1-6. There have been scarce, if any, references to isomers 7-12 in the period under investigation. [Pg.265]

The mass spectrum of pyrrolopyridine 44, prepared from the reaction of A -hydroxylquinolinimide with aryl amines at elevated temperatures (250 °C), shows interesting fragmentation patterns corresponding to the loss of CO (Scheme 1) <1998SC2871>. [Pg.274]


See other pages where Pyrrolopyridines is mentioned: [Pg.823]    [Pg.309]    [Pg.314]    [Pg.793]    [Pg.793]    [Pg.119]    [Pg.156]    [Pg.58]    [Pg.303]    [Pg.263]    [Pg.263]    [Pg.263]    [Pg.263]    [Pg.263]    [Pg.263]    [Pg.263]    [Pg.265]    [Pg.265]    [Pg.265]    [Pg.266]    [Pg.269]    [Pg.269]    [Pg.270]    [Pg.270]    [Pg.274]    [Pg.274]    [Pg.275]   
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Of pyrrolopyridines

Pyrrolopyridines lithiation

Pyrrolopyridines nucleophilic

Pyrrolopyridines physical properties

Pyrrolopyridines protonation

Pyrrolopyridines substitution

Pyrrolopyridines synthesis

Pyrrolopyridines tautomerism

Willette, R. E„ Monoazaindoles: The Pyrrolopyridines

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