ADDITION OF DIENOPHILES TO ACRIDIZINIUM ION .3. EVIDENCE FOR A 2-STEP REACTION

被引:29
作者
BRADSHER, CK
STONE, JA
机构
[1] Department of Chemistry, Duke University, Durham
关键词
D O I
10.1021/jo01258a037
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The introduction of a methyl group into the two meso positions of the acridizinium ion has opposite effects, at position 6 decreasing and at position 11 increasing the rate of reaction. Even in the presence of sodium acetate (hence in the absence of any traces of perchloric acid) diethyl maleate adds to acridizinium ion to give a rearranged (anti, syn) product (12). It is believed that these observations can best be explained in terms of a two-step mechanism. © 1969, American Chemical Society. All rights reserved.
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页码:1700 / &
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