1-Bromo-4-(S-methylsulfonimidoyl)benzene (BD336512) 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: 4381-25-3 and 83730-53-4.
A series of desired 2-oxo-2-arylacetyl sulfoximines RC(O)C(O)N=S(O)R1R2 [R = C(CH3)3, 3,4-Cl2C6H3, thiophen-2-yl, naphth-2-yl, etc.; R1 = Me, Et, i-Pr, Ph; R2 = C6H5, 2-ClC6H4, 4-H3COC6H4, etc.; R1R2 = -(CH2)4-] were successfully synthesized in good to excellent yields (up to 93%) under solvent-free conditions using aryl ethanones RC(O)CH3 and NH-sulfoximines R1R2S(O)=NH. The unprecedented protocol requires no extra solvents, bases, or additives and demonstrates outstanding compatibility with assorted functional groups (up to 27 examples). A plausible double catalytic cycle mechanism involving elemental iodine and copper is proposed; in-situ generated aryl-¦Á-iodo-ethanone and a sulfoximine-liganded-CuII intermediate play important roles in C(sp3)-N coupling. The postulated mechanism is inspired by key exptl. investigations detailed here.
CuI-Mediated ¦Á-Ketoacylation of Sulfoximines under Solvent-Free Conditions. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2
Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem