ELECTROPHILIC TETRAALKYLAMMONIUM NITRATE NITRATION .1. CONVENIENT NEW ANHYDROUS NITRONIUM TRIFLATE SYNTHESIS AND IN-SITU HETEROCYCLIC N-NITRATION

被引:14
作者
ADAMS, CM
SHARTS, CM
SHACKELFORD, SA
机构
[1] The Frank J. Seiler Research Laboratory USAF Academy Colorado Springs
关键词
ANHYDROUS NITRATION; NITRONIUM TRIFLATE; TETRABUTYLAMMONIUM NITRATE; TRIFLIC ANHYDRIDE;
D O I
10.1016/S0040-4039(00)61671-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of tetra-n-butylammonium nitrate and triflic anhydride, CF3SO2OSO2CF3 (Tf2O), in dichloromethane (CH2Cl2) solvent at O 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% yield with an overall one-pot procedure.
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页码:6669 / 6672
页数:4
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