Heterocyclic compound

The synthesis of Nitrogen base heterocycles particularly highly substituted piperidine are very important structural motif which is present in numerous natural alkaloids including piperine, nicotine, coniine etc and non-natural substances too. The piperidine is extracted from black pepper1,2, Psilocaulon absimile (Aizoaceae)3 and Petrosimonia monandra4.   The functionalized piperidine derivatives are ubiquitous building block in synthesis of pharmaceuticals and fine chemicals, consequently it attract interest, both for their synthetic challenges,5 and also their value in synthetic chemistry6 and diverse biological activity.7 The present work includes the synthesis of highly functionalized piperidine derivatives using the Oximation of Michael adducts (scheme 3). The target product was oxime for further reaction but instead of the required oxime as product the side product with six member heterocylic product was formed as major product. The yield of side product was depends on time and thermodynamic conditions. Owing to the new results which were confirmed by singe crystal X-rays and NMR data, we have developed this methodology which gives easy access to the synthesis of highly substituted piperidine (Scheme 3). This strategy is very simple and efficient to have 2,3,4,6 substituted nitrogen containing heterocycle as Piperidine.

The synthesis of Nitrogen base heterocycles particularly highly substituted pyrrolidines are very important skeleton of many biologically active molecules1 including natural and non-natural substances. The synthesis of functionalized pyrrolidines persists to attract interest, both for their synthetic challenges,2 and also their value in synthetic chemistry3 and their diverse biological activity.4 The present work includes the synthesis of highly substituted pyrrolidines through double Michael addition reaction of acetylene carboxylate with substituted malonate and amine in one pot results into the cyclisation. This methodology gives substitution pattern on 2, 2, 3,3,5-position of the pyrrolidines Scheme 1 and 3. This strategy is very simple and efficient to have highly substituted nitrogen containing heterocycle as pyrrolidines.

The synthesis of Nitrogen containing heterocycles particularly substituted pyrrolidines constitutes very important moieties of many biologically active molecules1 including natural and non-natural substances. The synthesis of functionalized pyrrolidines continues to attract interest, both for their synthetic challenges,2 and also their value in synthetic chemistry3 and their diverse biological properties.4 The present work includes the synthesis of substituted pyrrolidines from alkyl dihalide and primary amines by simple and efficient cyclocondensation process. This methodology gives varies of substitution pattern on 2,3-position of the pyrrolidines5 Scheme 1. This strategy improved greener synthetic methodology and worked out as a simple and straightforward one-pot approach for the synthesis nitrogen containing heterocycle as pyrrolidines.