Studies About The Synthesis Of N,Ndialkylamino- Malononitriles And Mutisubstituted Pyrroles

In the field of organic synthesis, pursing novel and efficient synthetic methods toward the construction of biologically active compounds is evergreen topic. Under such a theme, some rapid synthesis methods of N,N-dialkylamino- malononitriles, 3-argio-1H-Pyrrole-2-Carbonitriles and 2-phenyl-1,4,5,6-tetrahydrocyclopenta[b]pyrrole derivatives from readily accessible starting materials were developed. This thesis mainly include following three sections: 1. The rapid synthesis of N,N- dialkylamino- malononitriles?-aminonitriles represent a special class of versatile synthetic intermediates, because their bifunctional property could lead to different reactions for the construction of a wide variety of useful compounds, especially a-amino acids and various kinds of structurally diverse nitrogen-containing heterocycles. Among ?-aminonitriles, dialkylamino-malononitriles have drawn certain attention of synthetic chemistry community due to the presence of two cyano groups on the same carbon atom, which brings additional possibilities for further derivatization. Taking into account few references or fussy synthetic process in existing literature about their synthesis, we develop a simple and efficient synthesis of N,N- dialkylamino- malononitriles from N,N-disubstituted formamide with trimethylsilyl cyanide. 2 The multicomponent tandem synthesis of 3-argio-1-methyl-1H-pyrrole-2-carbonitrile derivativesBoth in academic and industrial settings, multicomponent tandem reactions,in particular, incredibly endow creative aspects of the synthetic endeavour for their modularity and convergence(selectivity, atom economy, diversity, productivity and complexity) in nature as well as their exceptional competence of multiple bond-forming transformations with in a one-pot operation processes in which three or more substrates are introduced simultaneously or sequentially without isolation and purification of synthetic intermediates.In our study, we present a versatile access toward the construction of multisubstituted pyrroles from N,N-disubstituted formamide, trimethylsilyl cyanide(TMSCN) and aryl aromatic olefin or alkyne via multicomponent tandem reactions. This reaction not only reveals a new reaction mode for ?-aminonitriles, but also provides an efficient way for the synthesis of corresponding bioactive molecules as well as their derivatives, which might facilitate related biological studies.3 The cascade synthesis of 2-phenyl-1,4,5,6- tetrahydrocyclopenta[b]pyrrole derivativesA facile and efficient gold-catalyzed tandem reaction procedure to synthesize pyrrole structures from 1-(1-hydroxy-3-phenylprop-2-yn-1-yl)-cyclobutanol and primary amines to afford the products with a cyclopenta[b]pyrrole moiety, which is a common structural motif of many bioactive molecules, such as(+)-roseophilin, D-amino oxidase inhibitor and cyclooxygenase 2 inhibitors was delveloped.