MOBILE KETO ALLYL SYSTEMS .8. PROPERTIES OF 2-(ALPHA-AMINOBENZYL)-1-INDENONES

被引:5
作者
MAURY, G
CROMWELL, NH
机构
[1] Department of Chemistry, University of Nebraska, Lincoln
关键词
D O I
10.1021/jo01255a024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-(α-Isopropylaminobenzyl)-1-indenone (1a) rearranges to the allylic isomer 2a in the absence of added amine. Evidence supporting the intermolecularity of the rearrangement is presented; the results of kinetic studies support the occurrence of a chain reaction initiated by released amine. The aminoindenones lb and lc have specific properties associated with steric hindrance in the molecule; for instance, in contrast to the other indenones 1, the hydrohalides of 1b and 1c rearrange to the corresponding 3-halo-2-benzal-1-indanones. © 1969, American Chemical Society. All rights reserved.
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页码:596 / &
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