Reaction of 3,6-di(tert-butyl)-1,2-benzoquinone with terminal alkylacetylenes in the presence of phosphorus trichloride

被引:0
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作者
A. V. Nemtarev
V. F. Mironov
A. V. Bogdanov
V. K. Cherkasov
N. O. Druzhkov
A. T. Gubaidullin
I. A. Litvinov
R. Z. Musin
机构
[1] Kazan Scientific Center of the Russian Academy of Sciences,A. E. Arbuzov Institute of Organic and Physical Chemistry
[2] Russian Academy of Sciences,G. A. Razuvaev Institute of Organometallic Chemistry
来源
Russian Chemical Bulletin | 2009年 / 58卷
关键词
alkynes; 3,6-di(; -butyl)-1,2-benzoquinone; phosphorus trichloride; 3,6-di-(; -butyl)-2,2,2-trichlorobenzo-l,3,2-dioxaphosphole; -substitution of oxygen; sub-stitution of ; -butyl group; benzo[; ][1,2]oxaphosphinine 2-oxides; chlorination;
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摘要
A reaction of 3,6-di(tert-butyl)-1,2-benzoquinone with alkynes in the presence of phosphorus trichloride leads to a predominant formation of 4-alkyl- and 4-haloalkyl-5,8-di(tert-butyl)-2,6-dichloro-2 H- benzo[e][1,2]oxaphosphinine 2-oxide. An ipso-substitution of the tert-butyl group at ortho-position to the oxygen atom of the benzophosphinine system with the formation of 4-alkyl-5- tert-butyl-2,8-dichloro-2 H-benzo[e][1,2]oxaphosphinine 2-oxide was the minor route of the reaction with alkylacetylenes. Molecular structures of 4-butyl-5,8-di( tert-butyl)-2,6-dichloro-2 H- benzo[e][1,2]oxaphosphinine 2-oxide and 5,8-di( tert-butyl)-2,6-dichloro-4-hexyl-2 H-benzo[e][1,2]oxaphosphinine 2-oxide were studied by X-ray analysis.
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页码:182 / 190
页数:8
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