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  • Electrophilic Tetraalkylammonium Nitrate Nitration. II. ImprovedAnhydrous Aromatic and Heteroaromatic Mononitration withTetramethylammonium Nitrate and Triflic Anhydride, IncludingSelected Microwave Examples
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  • A new one-pot nitration employing tetramethylammonium nitrate and trifluoromethanesulfonicanhydride in dichloromethane to provide a ready source of the nitronium triflate nitrating agentis presented. Rapid and selective nitration with a variety of aromatic and heteroaromatic substratesis achieved resulting in the synthesis of several novel organic compounds. A distinct advantage isthe removal of undesired byproducts by aqueous workup. This very mild nitration permits large-scale syntheses and gives high isolated product yields that often require no further purification.This tetramethylammonium nitrate-based nitration also has been applied to microwave-assistedconditions, and the results with several compounds are outlined.
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