(S-Methylsulfonimidoyl)benzene (BD302898) is a building block containing a sulfoximine group. Several CDK and ATR inhibitors have exemplified the utilization of the NH sulfoximine group as abioisostere for a sulfonamide group to overcome the main project hurdles of aqueous solubility, sulfonamide-mediated off-target activity and IP. Moreover, its NH group could be expediently further functionalized through Buchwald-Hartwig coupling reaction and multifarious nucleophilic reactions.. Recommended Products is: 83730-53-4 and 1621962-30-8.
Here, the first mechanochem. synthesis of sulfonimidamides, e.g., I was reported. The one-pot, two-step method requires neither a solvent nor inert conditions. In a mixer mill, sulfinamides ArS(O)NH(R) (Ar = Ph, 4-methylphenyl; R = pivaloyl, Boc) are rapidly converted to sulfonimidoyl chlorides ArS(O)NR(Cl) by oxidative chlorination with N-chlorosuccinimide (NCS). Subsequent substitutions with amines such as benzyl amine, 3-methyl-1H-pyrazole, piperazine, etc. provides a wide range of diversely substituted sulfonimidamides.
Sulfonimidamides by Sequential Mechanochemical Chlorinations and Aminations of Sulfinamides. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9
Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem