The Journal of Organic Chemistry

Triazolinediones. Conversion to deaza dimers by electron-transfer catalysis. A possible radical anion Diels-Alder reaction

DW Borhani, FD Greene

文献索引：Borhani, David W.; Greene, Frederick D. Journal of Organic Chemistry, 1986 , vol. 51, # 9 p. 1563 - 1570

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被引用次数: 42

摘要

1, 2, 4-Triazolinediones, 4-RTAD (l), are converted to dimeric products (deaza dimers 2) with loss of dinitrogen by a variety of agents of which the most effective are good single-electron donors (sodium naphthalenide, sodium iodide, sodium metal). The reaction is retarded by tetracyanoethylene or lead tetraacetate (electron acceptors). A radical anion chain reaction is proposed (Scheme IV and eq 9-12) in which the overall result is the reaction of two ...