New Furoxan Chemistry. 1. Synthesis of Diacylfuroxans by Reaction of Ethynyl Acetates with Nitrosyl Fluoride / Nitrosonium Tetrafluoroborate

DOI: 10.1021/jo00315a017

Source and publish data:

Journal of Organic Chemistry p. 312 - 315 (1981)

Update date:2022-08-05

Topics: Characterization Workup Materials Reaction

Authors:

Brittelli, David R.

Boswell, George A.

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Article abstract of DOI:10.1021/jo00315a017

The reaction of α-ethynyl acetates with NOF/NOBF4 yields 3,4-bis<(acetoxycycloalkyl)carbonyl>furoxans.The presence of the α-acetoxy substituent is necessary for the reaction to proceed.The course of the reaction is rationalized by invoking the intermediacy of a nitroacetylene, which dimerizes with rearrangement to afford the observed product.

Full text of DOI:10.1021/jo00315a017

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