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N 3 -C 3a Bond Variant DQ

The multicomponent reaction of 2-amino-3-arylquinoxalines 132 with aldehydes and isocyanides under the conditions of the Groebke-Blackbum-Bienayme reaction (Blackburn et al. 1998 Groebke et al. 1998 Ivachtchenko et al. 2010) leading to l-aminoimidazo[l,2-fl]quinoxalines 142a-l is an example of synthesis of such compounds according to variant EIq (Table 4.3) (Krasavin and Parchinsky 2008 Krasavin et al. 2009). [Pg.246]

6 Synthesis of lniidazo[l,2-a]quinoxalines on the Basis of Imidazole Derivatives [Pg.247]

The known variants of assembly of the imidazo[l,2-a]quinoxaline system from imidazoles involve different intramolecular cyclizations of imidazole derivatives accompanied by the formation of the C(3a)-C(4), C(4)-N(5) and C(9a)-N(10) bonds (variants Ali, A2i and A4i, respectively), as well as intermolecular cyclizations of imidazole, derivatives with different equivalents of monoatomic carbon synthons accompanied by the formation of the C(3a)-C(4) and C(4)-N(5) bonds (variant Bli) and with equivalents of triatomic nitrogen-carbon synthons accompanied by the formation of the C(4)-N(5) and C(9a)-N(10) bonds (variant Dli) (Fig. 4.7). [Pg.247]

The presence of the ethoxycarbonylvinyl moiety in the 2-position of the imidazole ring spatially close to the nitro group of compoimd 156 facilitates [Pg.249]

It should be noted that the same reaction of isomer 1691 (rather than 169h), which contains the ethoxycarbonyl group in the ort/io-posilion to the chlorine atom, on refluxing in EtOH for 5 min leads to imidazoquinoUne 172-a carbon analogue of imidazo[l,2-a]quinoxaline (Strauss et al. 1978). [Pg.252]


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Bond (Variant

C-N bond

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