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Pyrrolidine is a base. Its basicity is typical of other dialkyl amines. [7] Relative to many secondary amines, pyrrolidine is distinctive because of its compactness, a consequence of its cyclic structure. Pyrrolidine is used as a building block in the synthesis of more complex organic compounds.
Among the most important representatives of the pyrrolidine alkaloids are hygrin and cuscohygrin. [2] Another representative is the (-)- codonopsinine . [ 3 ] Furthermore, ruspolinone , norruspolinone and norruspoline also belong to this alkaloid group.
Impurities are likely to consist of either pyrrolidine or alpha-dibrominated alkylphenones—respectively, from either excess pyrrolidine or incomplete amination during synthesis. These impurities likely account for its discoloration and fishy (pyrrolidine) or bromine -like odor, which worsens upon exposure to air, moisture, or bases.
The Boger pyridine synthesis is a cycloaddition approach to the formation of pyridines named after its inventor Dale L. Boger, who first reported it in 1981. [1] The reaction is a form of inverse-electron demand Diels-Alder reaction in which an enamine reacts with a 1,2,4- triazine to form the pyridine nucleus.
Step of spirotryprostatin synthesis using azomethine ylide. In the synthesis of spirotryprostatin B , an azomethine ylide is formed from condensation of an amine with an aldehyde . The ylide then reacts with an electron-deficient alkene on an indolinone , resulting in formation of a spirocyclic pyrrolidine and four contiguous stereocenters.
The Knorr pyrrole synthesis involves the reaction of an α-amino ketone or an α-amino-β-ketoester with an activated methylene compound. [15] [16] [17] The method involves the reaction of an α-amino ketone (1) and a compound containing a methylene group α to (bonded to the next carbon to) a carbonyl group (2). [18] The Knorr pyrrole synthesis
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The Leimgruber–Batcho indole synthesis is a series of organic reactions that produce indoles from o-nitrotoluenes 1. The first step is the formation of an enamine 2 using N,N-dimethylformamide dimethyl acetal and pyrrolidine. The desired indole 3 is then formed in a second step by reductive cyclisation. The Leimgruber-Batcho indole synthesis