First synthesis of nitro-substituted bicyclo[1.1.0]butane derivatives and new method for generation of tricyclo[4.1.0.02,7]hept-1(7)-ene |
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| Authors: | V. A. Vasin S. G. Kostryukov R. N. Zolotarev V. V. Razin |
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| Affiliation: | (1) Ogarev Mordovian State University, ul. Bol’shevistskaya 68, Saransk, 430000, Russia;(2) St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504, Russia |
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| Abstract: | Successive treatment of 1-phenylsulfonyltricyclo[4.1.0.02,7]heptane with butyllithium and ethyl nitrate leads to the formation of 7-nitro-7′-phenylsulfonyl-1,1′-bi(tricyclo[4.1.0.02,7]heptane) through intermediate tricyclo[4.1.0.02,7]hept-1(7)-ene which is generated by 1,2-elimination of benzenesulfinic acid from the initial compound. Analogous treatment of 1-phenyltricyclo[4.1.0.02,7]heptane gives 1-nitro-7-phenyltricyclo[4.1.0.02,7]heptane. |
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