Bulletin of the Academy of Sciences of the USSR Division of Chemical Science p. 1914 - 1923 (1989)
Update date:2022-09-26
Topics:
Mamaeva, O. O.
Stoyanovich, F. M.
Krayushkin, M. M.
The use of the o-orienting effect of the sulfonyl group during metallation with BuLi made possible the synthesis of o-sulfonylbenzaldehydes.Oxidation of their oximes with hypochlorite gave o-sulfonylbenzonitril oxides, stable at 20 deg C, which are compounds not obtained previously.They form normal 1,3-dipolar cycloaddition products with styrene, and on heating, they dimerize into furoxanes. o-Sulfonylbisbenzonitril oxide cyclizes into dibenzofurazano<3,4-d>thiepin 1(3),8,8-trioxide. 2- and 2,2'-Bistrimethylsilyldiphenyl sulfones were also synthesized, and their metallation was investigated.
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