29959-86-2Relevant articles and documents
Sulfinimidate Esters as an Electrophilic Sulfinimidoyl Motif Source: Synthesis of N-Protected Sulfilimines from Grignard Reagents
Andresini, Michael,Spennacchio, Mauro,Colella, Marco,Losito, Gianluca,Aramini, Andrea,Degennaro, Leonardo,Luisi, Renzo
supporting information, p. 6850 - 6854 (2021/09/02)
In this work we investigated, for the first time, the reactivity of sulfinimidate esters as an electrophilic sulfinimidoyl motif source. The reaction of such sulfinimidate esters with Grignard reagents enables the preparation of protected sulfilimines in
Transition-Metal-Free Thioamination of Arynes Using Sulfenamides
Gaykar, Rahul N.,Bhattacharjee, Subrata,Biju, Akkattu T.
supporting information, p. 737 - 740 (2019/01/25)
The insertion of arynes into the S-N σ-bond of sulfenamides allowing the synthesis of o-sulfanylaniline derivatives with reasonable functional group compatibility is presented. The aryne generated from 2-(trimethylsilyl)aryl triflates using CsF in DME was the key for the success of this transition-metal-free thioamination reaction, which involves new C-N and C-S bond formations in a single step under mild conditions. Moreover, the synthetic potential of this method was demonstrated by the synthesis of the antidepressant drug vortioxetine.
Unsymmetrical disulfide and sulfenamide synthesis via reactions of thiosulfonates with thiols or amines
Taniguchi, Nobukazu
, p. 2030 - 2035 (2017/03/17)
The reactivity of thiosulfonates with nucleophilic reagents was investigated. When reactions of thiosulfonates with thiols were performed, unsymmetrical disulfides were obtained in excellent yields. This procedure could employ numerous aryl or alkyl thiols. On the other hand, reactions of thiosulfonates with amines proceeded in the presence of a copper catalyst. The procedure was performed efficiently in air, and afforded the corresponding sulfenamides.
