RELATIVE REACTIVITIES OF SUBSTITUTED OLEFINS TOWARD BENZYNE

被引:25
作者
TABUSHI, I
OKAZAKI, K
ODA, R
机构
[1] Department of Synthetic Chemistry, Kyoto University, Sakyo-ku, Kyoto
关键词
D O I
10.1016/S0040-4020(01)82980-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the reaction of various substituted olefins with benzyne, product determination and relative reactivity measurements were carried out. The principal reaction is the addition-H migration. Orientation of the first addition (concerning with the substituent on the double bond) and acceleration with acetyl, methoxycarbonyl, aluoxyl or alkyl substituent revealed that a biradical intermediate is involved. © 1969.
引用
收藏
页码:4401 / &
相关论文
共 21 条
[11]  
LANDAU EF, 1947, J ORG CHEM, V12, P423
[12]  
MAMEDOV S, 1963, ZH OBSHCH KHIM+, V33, P457
[13]  
PRYOR WA, 1960, FREE RADICALS, P223
[14]   HYPNOTIC ACTIVITY OF SOME TERTIARY ALCOHOLS [J].
SHAPIRO, SL ;
SOLOWAY, H ;
FREEDMAN, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (18) :4874-4875
[15]   CYCLOADDITION REACTION OF BENZYNE [J].
SIMMONS, HE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (07) :1657-&
[16]  
STILES M, 1962, J ORG CHEM, V27, P4715
[17]  
TABUSHI I, 1968, TETRAHEDRON LETT, P3743
[18]  
TSURUTA T, 1964, KOGYO KAGAKU ZASSHI, V67, P1638
[19]  
VOLKENBURGH RV, 1949, J AM CHEM SOC, V71, P172
[20]   BENZOCYCLOBUTENE DERIVATIVES FROM REACTIONS OF BENZYNE WITH VINYL ETHERS AND ESTERS [J].
WASSERMA.HH ;
SOLODAR, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (17) :4002-&