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A Novel [3+2] Cycloaddition Approach to Nitrogen Heterocycles via Phosphine-Catalyzed Reactions of 2,3-Butadienoates or 2-Butynoates and Dimethyl Acetylenedicarboxylate with Imines: A Convenient Synthesis of Pentabromopseudilin †

✍ Scribed by Xu, Zhenrong; Lu, Xiyan


Book ID
120236019
Publisher
American Chemical Society
Year
1998
Tongue
English
Weight
532 KB
Volume
63
Category
Article
ISSN
0022-3263

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Phosphine-catalyzed [3+2] cycloaddition
✍ Zhenrong Xu; Xiyan Lu 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 200 KB

In the presence of a catalytic amount of triphenylphosphine, methyl 2,3-butadienoate smoothly reacted with aromatic or heteroaromatic N-tosylimines at room temperature to afford the [3+2] cycloaddition product in excellent yield.