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.
Condensation of Nú·CN:CRR1 (R = OMe, OEt, SMe; R1 = Ph, 4-MeC6H4, 4-ClC6H4, 2-thienyl, SMe, 2-furyl, Me) with HNS(O)R2R3 [R2 = R3 = Me; R2R3 = (CH2)4] gave 27-91% Nú·CN:CR1N:S(O)R2R3 (I). Substitution reaction of I [R1 = SMe, R2 = R3 = Me, R2R3 = (CH2)4] with pyrrolidine gave 60-86% I (R1 = 1-pyrrolidinyl) whereas, cyclocondensation with HSCH2CO2Me gave 50-64% thiazolylsulfoximide II. NaH-catalyzed cyclization of I gave 29-74% thienothiadiazine oxides III (R1 = Ph, 4-MeC6H4, 4-ClC6H4, 2-thienyl, 1-pyrrolidinyl) and 33-57% pyrimidothiadiazine oxides IV (R1 = Ph, 4-MeC6H4, 4-ClC6H4, 2-thienyl).
New thienothiadiazines and pyridothiadiazines from N-cyanoimidates and sulfoximides. 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