ELECTROPHILIC TETRAALKYLAMMONIUM NITRATE NITRATION. I. CONVENIENT NEW ANHYDROUS NITRONIUM TRIFLATE SYNTHESIS AND IN-SITU HETEROCYCLIC N-NITRATION

DOI: 10.1016/S0040-4039(00)61671-4

Source and publish data:

Tetrahedron Letters p. 6669 - 6672 (1993)

Update date:2022-08-17

Topics:

Authors:

Adams, Christopher M.

Sharts, Clay M.

Shackelford, Scott A.

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Article abstract of DOI:10.1016/S0040-4039(00)61671-4

Keywords: Anhydrous Nitration, Nitronium Triflate, Tetrabutylammonium Nitrate, Triflic Anhydride Reaction of tetra-n-butylammonium nitrate and triflic anhydride, CF3SO2OSO2CF3 (Tf2O), in dichloromethane (CH2Cl2) solvent at 0 degrees C, produces anhydrous nitronium nitrate, NO2OSO2CF3 (NO2OTf).Subsequent introduction of various heterocycles and their N-acetylated analogs yield N-nitrated products in 20-76 percent yield with an overall one-pot procedure.

Full text of DOI:10.1016/S0040-4039(00)61671-4

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