Sulfur(VI) fluoride compounds and methods for the preparation thereof

A method of preparing a compound of Formula (I):

• YZX1—S(O)(X2)F)m]n (I)
• wherein at least one Z of the compound is N or NR;
• the method comprising reacting a precursor antibiotic bearing an NH2 or NHR substituent with CH2═CH—SO2F by a Michael addition to replace the hydrogens of the NH2 or the hydrogen of the NHR with —CH2CH2—SO2F;
• wherein:
• Y is an antibiotic core group comprising one or more unsubstituted or substituted moiety selected from an aryl group, a heteroaryl aryl group, a nonaromatic hydrocarbyl group, a nonaromatic heterocyclic group, to which each Z independently is covalently bonded;
• n is 1, 2, 3, 4 or 5;
• each Z independently is NR, or N;
• when Z is NR, m is 1, X1 is a covalent bond or CH2CH2, and the Z is covalently bonded to a nonaromatic hydrocarbyl, a nonaromatic heterocyclic, an aryl, or heteroaryl moiety of Y;
• when Z is N, either (a) m is 2, X1 is CH2CH2 and the Z is covalently bonded to a nonaromatic hydrocarbyl, a nonaromatic heterocyclic, an aryl, or a heteroaryl moiety of Y;
• or (b) m is 1, X1 is a covalent bond or CH2CH2, and the Z is a nitrogen in an aromatic or non-aromatic heterocyclic ring portion of core group Y;
• each X2 independently is O or NR;
• and
• each R independently comprises H or a substituted or unsubstituted group selected from an aryl group, a heteroaryl aryl group, a nonaromatic hydrocarbyl group, and a nonaromatic heterocyclic group.