A Novel and Efficient Synthesis of Pyrido[1,2‐a]‐Fused 1,3‐Diazaheterocyclic Compounds via a One‐Pot Three‐Component Reaction |
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| Authors: | Abdolali Alizadeh Atieh Rezvanian |
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| Affiliation: | 1. Department of Chemistry, Tarbiat Modares University, P.O. Box 14115?–?175, Tehran, Iran, (phone: +98‐21‐88006631;2. fax: +98‐21‐88006544) |
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| 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, 1H‐ and 13C‐NMR, and EI‐MS) and by elemental analyses. A plausible mechanism for this type of cyclization is proposed (Scheme 2). |
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| Keywords: | Diamines Ketene dithioacetals, nitro‐ Itaconic anhydride Pyrido[1,2‐a]‐fused compounds Multicomponent reactions |
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