Photoreaction of halomethyl substituted benzocyclic ketones with amines: radical cyclization and ring expansion reactions promoted through photoinduced electron transfer processes

被引:22
作者
Hasegawa, E
Tamura, Y
Tosaka, E
机构
[1] Department of Chemistry, Faculty of Science, Niigata University, Ikarashi
关键词
D O I
10.1039/a703974c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photoreaction of ethyl 2-bromomethyl-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate 1a or other related compounds 1b-d with Me3SiCH2NEt2 in aqueous MeCN afforded ethyl 5-oxo-6,7,8,9-tetrahydrobenzocycloheptene-7-carboxylate 2a or corresponding ring expansion products 2a-d respectively.
引用
收藏
页码:1895 / 1896
页数:2
相关论文
共 13 条
[11]   ELECTRON-TRANSFER-INDUCED PHOTOADDITIONS OF THE SILYL AMINE ET2NCH2TMS TO ALPHA,BETA-UNSATURATED CYCLOHEXENONES - DUAL REACTION PATHWAYS BASED ON ION-PAIR-SELECTIVE CATION-RADICAL CHEMISTRY [J].
HASEGAWA, E ;
WEI, X ;
MARIANO, PS ;
YOON, UC ;
KIM, JU .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (24) :8099-8111
[12]   MECHANISTIC EVALUATION OF DISSOCIATIVE ELECTRON-TRANSFER AND NUCLEOPHILIC-SUBSTITUTION REACTIONS [J].
KIMURA, N ;
TAKAMUKU, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (09) :4087-4088
[13]   DYNAMICS OF ALPHA-CH DEPROTONATION AND ALPHA-DESILYLATION REACTIONS OF TERTIARY AMINE CATION RADICALS [J].
ZHANG, XM ;
YEH, SR ;
HONG, S ;
FRECCERO, M ;
ALBINI, A ;
FALVEY, DE ;
MARIANO, PS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (10) :4211-4220