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Synthesis 1996; 1996(2): 195-197
DOI: 10.1055/s-1996-4202
short paper
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An Improved Method for the Preparation of Cyclic Conjugated Nitroolefins

Debasis Ghosh, David E. Nichols*
  • *Department of Medicinal Chemistry and Pharmacognosy, School of Pharmacy and Pharmacal Sciences, Purdue University, West Lafayette, IN 47907, USA, Fax +1(317)4946790; E-mail drdave@sage.cc.purdue.edu
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Publication Date:
31 December 2000 (online)

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Nitration of cyclic conjugated olefins was achieved in a one-pot procedure using nitryl iodide generated in situ from iodine and potassium nitrite complexed with 18-crown-6 in tetrahydrofuran under sonication/stirring, followed by treatment of the unstable iodo nitro compound with base. The yield of the nitro compound varied from 52 to 90%.

Nitryl iodide mediated nitration of cyclic conjugated olefins was achieved.

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