Aziridine sulphonates

The treatment of aziridine sulphonates bearing a trityl or benzydryl group at the nitrogen atom, with Na2Te promotes the opening of the aziridine ring giving allyamines ... 

By a similar process, sodium telluride reacts with aziridine sulphonates 49 bearing a trityl or benzydryl group at the iV-atom affording the corresponding allylic amines 50 (Scheme 24).103... 

Phase-transfer catalytic conditions provide an extremely powerful alternative to the use of alkali metal hydrides for the synthesis of cyclopropanes via the reaction of dimethyloxosulphonium methylides with electron-deficient alkenes [e.g. 54-56] reaction rates are increased ca. 20-fold, while retaining high yields (86-95%). Dimethylphenacylsulphonium bromide reacts in an analogous manner with vinyl-sulphones [57] and with chalcones [58] and trimethylsulphonium iodide reacts with Schiff bases and hydrazones producing aziridines [59]. 

The formation of the amine (496) when 3)5-toluene-p-sulphonates are treated with 2-dimethylaminoethanol involves both inversion at C-3 and demethyla-tion. The reaction of androstane-16,17-ketols and 17 -acetoxy-16a,Ha-epoxide with morpholine to give a-morpholino-ketones has been thoroughly investigated and rationalised. H/5-Aminoandrosta-3,5-diene, prepared by reduction of the H-oxime, possesses some antimicrobial activity which is not enhanced by substitution of the amino-groups with 2-chloroethyl, 2-hydroxy-ethyl, or 3-aminopropyl groups similar 2-chloroethyl substituted H)5-amines have been cyclised by treatment with base to give H -aziridines. All four... 

Figure 10.25 Twenty-nine specific toxicophores for mutagenicity as identified by Kazius el al. (Kazius, J-, et al. Derivation and validation of toxicophores for mutagenicity prediction. J. Med. Chem. 2005, 48, 312-320.) (A) Specific aromatic nitro, (B) specific aromatic amine, (C) aromatic nitroso, (D) alkyl nitrite, (E) nitrosamine, (F) epoxide, (G) aziridine, (H) azide, (I) diazo, (J) triazene, (K) aromatic azo, (L) unsubstituted heteroatom-bonded heteroatom, (M) aryl hydroxylamine, (N) alkyl halide, (O) acyl halide, (P) N- or 5-mustard, (Q) polycyclic aromatics, (R) bay-region, (S) K-region, (T) sulphonate-bonded C, (U) unsaturated aldehyde, (V) alkyl A-nitro, (W) diazonium, (X) p-propiolactone, (Y) unsubstituted a,p unsaturated alkoxy, (Z) l-aryl-2-monoalkyl hydrazine, (AA) aromatic methylamine, (AB) aryl hydroxylamine ester, and (AC) polycyclic planar system.

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