Lamers, Philip published the artcileTetrahydrobenzo[c]thieno[2,1-e]isothiazole 4-Oxides: Three-Dimensional Heterocycles as Cross-Coupling Building Blocks, Quality Control of 220655-09-4, the main research area is benzothienoisothiazole oxide preparation; oxidative arylation tetrahydrothiophene aniline oxidative cyclocondensation; borylation coupling reaction bromo iodo benzothienoisothiazole oxide.
Tetrahydrobenzothienoisothiazole oxides such as I (R = H, I, Br, F, Cl, NC, MeO2C, O2N, F5S, F3C), cyclic sulfoximines, were prepared as novel heterocycles amenable to cross-coupling reactions and automated parallel synthesis. Reaction of tetrahydrothiophene with anilines such as 4-RC6H4NH2 (R = H, I, Br, F, Cl, NC, MeO2C, O2N, F5S, F3C) mediated by N-chlorosuccinimide (NCS) and Et3N in CH2Cl2 yielded (tetrahydrothienyl)anilines such as II (R = H, I, Br, F, Cl, NC, MeO2C, O2N, F5S, F3C) in 29-89% yields; tetrahydrothiopyran, N-Boc thiomorpholine, and 1,4-thioxane yielded thioether-substituted anilines, but the products did not undergo oxidative cyclocondensation. Further oxidation of (tetrahydrothienyl)anilines with N-chlorosuccinimide, treatment with aqueous NaOH, and oxidation with meta-chloroperbenzoic acid (mCPBA) yielded such as I (R = H, I, Br, F, Cl, NC, MeO2C, O2N, F5S, F3C). I (R = I, Br) and related tetrahydrobenzothienoisothiazole oxides underwent borylation, Sonogashira, and Suzuki coupling reactions.
Organic Letters published new progress about Arylation. 220655-09-4 belongs to class thiomorpholine, name is tert-Butyl thiomorpholine-4-carboxylate, and the molecular formula is C9H17NO2S, Quality Control of 220655-09-4.
Referemce:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem