222306-91-4Relevant academic research and scientific papers
An unexpected cyclization reaction of tert-butyl o-trimethylsilylphenyl sulfoximine
Schmidt, Joerg Christoph,Adiwidjaja, Gunadi,Schaumann, Ernst
, p. 104 - 109 (2013/09/24)
An efficient one-pot synthesis of the title compound 5 starting from methyl phenyl sulfoximine is described. On attempted iododesilylation of this compound using iodine chloride, one methyl group on the silicon atom is formally replaced by the imino nitrogen to give a derivative 8 of the novel heterocyclic system 1,3,2-benzothiasilazole. ARKAT-USA, Inc.
Sulfoximines: A reusable directing group for chemo-and regioselective ortho C-H oxidation of arenes
Yadav, M. Ramu,Rit, Raja K.,Sahoo, Akhila K.
, p. 5541 - 5545 (2012/06/01)
Sulfoximines direct: A new protocol for the chemo-and regioselective ortho C-H acetoxylation of arenes in N-benzoylated sulfoximines is reported. The sulfoximine directing group is easily detached from the C-H oxidation product through acid-promoted hydrolysis, isolated, and reused (see scheme). The meta-substituted phenols are synthesized following this strategy and the stereointegrity of the sulfoximine is preserved in this transformation. C(sp3)-H acetoxylation of the methyl group is also demonstrated.
Ortho-Lithiation of S-tert-butyl-S-phenylsulfoximines. New route to enantiopure sulfinamides via a de-tert-butylation reaction
Gaillard, Stéphane,Papamica?l, Cyril,Dupas, Georges,Marsais, Francis,Levacher, Vincent
, p. 8138 - 8147 (2007/10/03)
The sulfoximine group proved to be an excellent ortho-directing group in lithiation reactions. Several electrophiles were used to afford the corresponding ortho-functionalized aryl sulfoximines in good yields. The use of prochiral electrophiles lead to mo
The tert-butyl sulfoximine group as an effective ortho-director of lithiation: Ortho-metallated S-(tert-butyl)-S-phenylsulfoximines
Levacher,Langer Eriksen,Begtrup,Dupas,Queguiner,Duflos,Bourguignon
, p. 1665 - 1668 (2007/10/03)
The readily available S-(tert-butyl)-N-(trimethylsilyl)-S- phenylsulfoximine was prepared from S-methyl-N(trimethylsilyl)-S- phenylsulfoximine via lithiation-methylation sequences. The reaction with n- butyllithium in THF at -78°C afforded the correspondi
