1-Iminotetrahydrothiophene 1-oxide (BD00963737) 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.
N-Alkynylation and N-acylation of sulfoximines R1R2S(O):NH was achieved by copper dichloride-catalyzed oxidative coupling with ¦Á-alkynes with optional hydrolysis on silica. N-Alkynyl sulfoximines R1R2S(O):NCú·CAr [2b-l; R1 = Ph, R2 = Me; R1-R2 = (CH2)4; Ar = Ph, 2-MeC6H4, 3-pyridinyl, 4-XC6H4, X = CN, NO2, F, Me, OMe] were prepared by reaction of R1R2S(O):NH [1a-c, R1, R2: Ph, Me; Me, Me; (CH2)4] in a 2:1 M excess to alkynes HCú·CAr, HCú·CSiMe3 in pyridine as a solvent in the presence of 10 mol% of CuCl2, 2 equiv ov Na2CO3 and 1 atm of O2 with subsequent purification on triethylamine-deactivated silica gel. The hydrolysis products, N-(arylacetyl)sulfoximines R1R2S(O):NCOCH2Ar (6a-d; R1 = Ph, Me; R2 = Me; Ar = Ph, 4-NCC6H4, 4-NO2C6H4) were prepared by alkynylation with subsequent chromatog. on non-deactivated silica.
Copper-catalyzed oxidative cross-coupling of sulfoximines and alkynes. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 145026-07-9
Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem