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A Novel and Efficient Synthesis of Pyrido[1,2-a]-Fused 1,3-Diazaheterocyclic Compounds via a One-Pot Three-Component Reaction

✍ Scribed by Abdolali Alizadeh; Atieh Rezvanian

Publisher
John Wiley and Sons
Year
2012
Tongue
German
Weight
160 KB
Volume
95
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

An efficient one‐pot synthesis of pyrido[1,2‐a]‐fused 1,3‐diazaheterocyclic compounds by three‐component reaction of diamine, nitroketene dithioacetal (=1,1‐bis(methylsulfanyl)‐2‐nitroethene), and electron‐poor itaconic anhydride (=2‐methylidenesuccinic anhydride=2‐methylidenebutanedioic anhydride) in aqueous EtOH is reported. This protocol has the advantages of easiness, higher yields, and shorter reaction times. The structures were corroborated spectroscopically (IR, ^1^H‐ and ^13^C‐NMR, and EI‐MS) and by elemental analyses. A plausible mechanism for this type of cyclization is proposed (Scheme 2).

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Synthesis of 2-Oxopyridine-Fused 1,3-Dia
Synthesis of 2-Oxopyridine-Fused 1,3-Diazaheterocyclic Compounds via a Three-Component Reaction
✍ Abdolali Alizadeh; Azadeh Mikaeili; Tahereh Firuzyar; Mahdi Ahmadi 📂 Article 📅 2011 🏛 John Wiley and Sons 🌐 German ⚖ 148 KB

## Abstract An efficient and simple route for the preparation of 2‐oxopyridine‐fused 1,3‐diazaheterocyclic compounds __via__ a three component reaction is described. It involves the reaction between alkylenediamines **1**, 1,1‐bis(methylsulfanyl)‐2‐nitroethene, and alkyl prop‐2‐ynoates **2** in ref