I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.
The nitro-group is susceptible to nucleophilic displacement (compare 1,4-Dinitrobenzene, A10293): J. Heterocycl. Chem., 18, 1241 (1981). This has been used as the basis of a synthesis of diaryl ethers involving Diels-Alder addition and decarboxylative aromatization of the adduct: J. Chem. Soc., Perkin 1, 1231 (1990):/n
Undergoes vicarious nucleophilic substitution of hydrogen at the 3-position. For example with chloromethyl phenyl sulfone and base, 2-nitro-3-(phenylsulfonylmethyl)furan is formed in 75% yield: Tetrahedron, 51, 8339 (1995). For analogous example and reaction scheme, see 2-Nitrothiophene, A17464./n
For a review of vicarious nucleophilic substitution in heterocyclic compounds, see: Synthesis, 103 (1991)./n
Gefahrenhinweise (EU): H341
Suspected of causing genetic defects.
Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. Do not handle until all safety precautions have been read and understood. IF exposed or concerned: Get medical advice/attention. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.