V. A. Vasin, E. V. Romanova, S. G. Kostryukov, V. V. Razin, “Unusual heterocyclisation in the transformation of 6-halomethylsulfonyl-substituted bicyclo[3.1.1]heptane under Ramberg–Bäcklund reaction conditions”, Mendeleev Commun., 1998, Volume 8, Issue 3,Pages <nobr>122

This article is cited in 7 papers

Unusual heterocyclisation in the transformation of 6-halomethylsulfonyl-substituted bicyclo[3.1.1]heptane under Ramberg–Bäcklund reaction conditions

V. A. Vasin^a, E. V. Romanova^a, S. G. Kostryukov^a, V. V. Razin^b

^a N.P. Ogarev Mordovian State University, Saransk, Russian Federation
^b Department of Chemistry, St. Petersburg State University, St. Petersburg, Russian Federation

Abstract: Boiling of exo-6-bromo-syn-7-bromo(chloro)methylsulfonyl-endo-6-phenylbicyclo[3.1.1]heptane in water–dioxane solutions of NaOH results in anti-6-hydroxy-7-methylene-syn-6-phenylbicyclo[3.1.1]heptane according to the Ramberg–Bäcklund reaction; in addition, a product of unusual heterocyclisation is formed, namely, 3-oxa-2-phenyl-5-thiatricyclo[4.4.0.0²^,⁷]decane S,S-dioxide.

Language: English

DOI: 10.1070/MC1998v008n03ABEH000913