Journal of Organic Chemistry p. 5150 - 5155 (1980)
Update date:2022-08-04
Topics:
Heasley, Gene E.
Bower, Timothy R.
Dougharty, Kent W.
Easdon, Jerome C.
Heasley, Victor L.
et al.
The electrophiles bromine, bromine chloride, chlorine, acetyl hypochlorite, and acetyl hypobromite all yield substantial cis addition product by reaction with indene (1) in aprotic solvents, showing that the direct syn collapse of ion pairs obtained from bromine and similar electrophiles is readily possible.The cis to trans ratios with the halogens (but not with the acyl hypohalites) vary with solvent polarities.In the low-polarity solvents (hydrocarbons and carbon tetrachloride) much more syn addition occurs at high halogen concentration.Syn addition of the above electrophiles to 1 as well as methyl hypobromite and methyl hypochlorite was also observed in methanol and acetic acid, with the exception of bromination in methanol where only the trans-dibromide was obtained.Bromine and bromine chloride addition to indenone (20) yielded only the trans-dihalides, suggesting that a neighboring keto group stabilizes the bridged bromonium ion.Chlorination of 20 was not stereospecific but yielded more trans-dichloride than did chlorination of 1.
View MoreShaanxi King Stone Enterprise Company Limited
Contact:86-29-88353805,13609285751
Address:.209 Keji Road Hi-Tech industrial Develpment Zone .Xian China
TIANJIN FESTO CHEMICAL CO.,LTD(expird)
Contact:86-22-25814570
Address:No.12th,5th Ave.,TEDA,Tianjin,China
Tianjin Bright Future Technology Co., Ltd
Contact:0086-22-58016666
Address:NO.136 DongTeng Lake Street Tianjin Economic and Technology Development Area,Tainjin,China
shandong lukang animal & plant drug trading co.,ltd.
Contact:15853765968
Address:floor 9, lukang ,jingying building,#173,taibai building west road,jining city,shandong,china
Tangshan Moneide Trading Co., Ltd.
Contact:+86-315-8309571
Address:2-7-420 Jidong Building Materials Commercial Center, Tangshan, Hebei, 064000 China
Doi:10.1021/ja01307a521
(1935)Doi:10.1246/cl.1989.157
(1989)Doi:10.1016/j.bmcl.2010.02.064
(2010)Doi:10.1002/ejoc.201000161
(2010)Doi:10.1016/j.tetlet.2010.03.016
(2010)Doi:10.1080/00304940903523991
(2010)