N,N′‐Bis(arylmethylidene)arylmethanediamines: Suitable Precursors for the Synthesis of 1‐Pyrroline Derivatives

Abstract

A simple and appropriate procedure for the synthesis of 4,5-dihydro-5-hydroxy-3H-pyrrole-3,3-dicarbonitrile derivatives is reported. The advantages of this method are one-pot conditions, high yield of products, short reaction times, and no need of metal catalyst. The structures are confirmed spectroscopically (IR, 1 H-and 13 C-NMR, and EI-MS) and by elemental analyses. A plausible mechanism for this reaction is proposed (Scheme 2).

A Convenient 1,3-Dipolar Cycloaddition Reaction for the Synthesis of Spirooxindoles and Some Other Spirocompounds Containing the 1,3,4-Oxadiazole Moiety

“…In continuation of our efforts for the synthesis of spirooxindole scaffolds , we describe in this paper a simple procedure for the construction of spiro[indoline‐3,2′‐[1,3,4]oxadiazol]‐2‐one derivatives 3 via 1,3‐dipolar cycloaddition reaction of isatins 1 and hydrazonoyl chlorides 2 in the presence of Et 3 N in EtOH at room temperature ( Scheme ).…”

Polypyrrole–montmorillonite nanocomposite as sorbent for solid‐phase microextraction of phenolic compounds in water

“…This indicates that the fiber has good repeatability. In comparison to other coating materials in the literature data such as polyaniline, 3-(trimethoxysilyl) propyl amine/PDMS (TMSPA/PDMS), polyacrylate (85 m), dodecylsulfate-doped polypyrrole (PPy-DS), and oxidized multiwalled carbon nanotubes (MWCNTs-COOH) [26][27][28][29] for extraction and determination of PCs, the proposed fiber (polypyrrole-K10) shows a suitable LOD (Table 1). Table 1.…”

“…Table 1. Some analytical data obtained for microextraction of PCs using the polypyrrole/K10 in optimum conditions and comparison of the developed method with other SPME fibers (3-(trimethoxysilyl) propylamine/ PDMS (TMSPA/PDMS) [26], polyacrylate (85 m) [27], dodecylsulfate-doped polypyrrole (PPy-DS)) [28], and oxidized multiwalled carbon nanotubes (MWCNTs-COOH) [ The figures within parentheses are standard deviations for three replicates.…”

Synthesis of 5-hydroxy-Δ1-pyrrolines from aryl isoalkyl ketoximes and acetylene in a tuned superbase medium

“…12 Two other methods have been published recently, though they give access exclusively to condensed 5-hydroxypyrrolines 13 or 5-hydroxypyrroline-3,3-dicarbonitriles. 14 Other relevant examples are also known. 15 Among these is the reaction of isopropyl phenyl ketoxime with acetylene in the presence of NaOH in DMSO to afford 3,3-dimethyl-2-phenyl-5-hydroxypyrroline in 26% yield.…”