Journal of Organic Chemistry p. 1326 - 1333 (1981)
Update date:2022-08-03
Topics:
Billups, W. E.
Reed, Larry E.
Casserly, Edward W.
Lin, L. P.
Derivatives of bicyclo<4.1.0>heptatriene have been generated in solution by the base-induced dehydrochlorination of gem-dichlorocyclopropanes.Reaction of 7,7-dichlorodibenzobicyclo<4.1.0>heptane with potassium tert-butoxide in tetrahydrofuran at 0 deg C gives mainly products derived from solvent incorporation by carbene insertion.Evidence that the carbene results from rearrangement of the bicycloheptatriene derives from the successful interception of the bicycloheptatriene with nucleophile (MeS-). endo-7-Chlorodibenzobicyclo<4.1.0>heptane failed to reactwith potassium tert-butoxide in tetrahydrofuran.Generation of benzobicyclo<4.1.0>heptatrienes was also accomplished via the base-induced dehydrochlorination of gem-dichlorocyclopropanes. 1-Methylbenzobicyclo<4.1.0>heptatriene gives products derived from multiple carbene-carbene rearrangements.In contrast, nonannelated methylbicycloheptatrienes generated by the dehydrochlorination route give only carbene-derived products resulting from the initially produced bicycloheptatriene.
View MoreWuhan Jadechem International Trade Co.,Ltd.
website:http://www.jadechem-intl.com
Contact:+86-27-83527060
Address:Room 502,Building C11,Software new city No.8,Huacheng Avenue,East Lake High-tech development zone,Wuhan,Hubei,China
LIAONING DMSO CHEMICALS CO.,LTD.
website:http://www.chinadmso.com
Contact:+86-427-6503033
Address:FLOOR 16, BLOCK A, FINANCIAL SQUARE, XINGLONGTAI DISTRICT, PANJIN CITY, LIAONING P.R. CHINA
Shanghai Egoal Chemical Co.,Ltd
Contact:+86-21-50333091
Address:Yangming Garden Square 3,YangGao North Road 1188, Pudong New District, Shanghai
Feis International Trade Co,. Ltd
Contact:13961823444-18235944442
Address:Wuxi jiangsu
Contact:+86-371-67759225
Address:No.32, Jinsuo Road, High-tech Zone
Doi:10.1016/S0022-328X(00)93382-5
(1980)Doi:10.1246/bcsj.53.3218
(1980)Doi:10.1016/S0040-4039(00)78658-8
(1980)Doi:10.1107/S0108270196011778
(1997)Doi:10.1021/jo030348n
(2004)Doi:10.1016/0022-328X(89)85320-3
(1989)