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Cyanoacetamides (IV): versatile one-pot route to 2-quinoline-3-carboxamides.


ABSTRACT: Cyanoacetic acid derivatives are the starting materials for a plethora of multicomponent reaction (MCR) scaffolds. Herein, we describe scope of a valuable general protocol for the synthesis of arrays of 2-aminoquinoline-3-carboxamides from cyanoacetamides and 2-aminobenzaldehydes or heterocyclic derivatives via a Friedländer reaction variation. In many cases, the reactions involve a very convenient work up by simple precipitation and filtration. More than 40 new products are described. We foresee our protocol and the resulting derivatives becoming very valuable to greatly expanding the scaffold space of cyanoacetamide derivatives.

SUBMITTER: Wang K 

PROVIDER: S-EPMC3864573 | biostudies-literature | 2012 May

REPOSITORIES: biostudies-literature

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Cyanoacetamides (IV): versatile one-pot route to 2-quinoline-3-carboxamides.

Wang Kan K   Herdtweck Eberhardt E   Dömling Alexander A  

ACS combinatorial science 20120418 5


Cyanoacetic acid derivatives are the starting materials for a plethora of multicomponent reaction (MCR) scaffolds. Herein, we describe scope of a valuable general protocol for the synthesis of arrays of 2-aminoquinoline-3-carboxamides from cyanoacetamides and 2-aminobenzaldehydes or heterocyclic derivatives via a Friedländer reaction variation. In many cases, the reactions involve a very convenient work up by simple precipitation and filtration. More than 40 new products are described. We forese  ...[more]

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