2021
DOI: 10.1039/d1ra03980f
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Alkoxysulfenylation of alkenes: development and recent advances

Abstract: The vicinal difunctionalization of carbon–carbon double bonds represents one of the most powerful and effective strategies in a one-pot process.

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Cited by 16 publications
(4 citation statements)
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“…Among them, as hydroxysulfonylation, [33a] hydroxysulfenylation, [33b] alkoxysulfenylation, [33c] and oxosulfonylation [33d] of alkenes have all been well summarized by Hossaini et al, these kinds of reactions will not be involved in the following paragraphs. The thirranium‐mediated and SO 2 insertion of alkenes have been discussed by Denmark [34a] and Wu [34b] .…”
Section: Thiolationmentioning
confidence: 99%
“…Among them, as hydroxysulfonylation, [33a] hydroxysulfenylation, [33b] alkoxysulfenylation, [33c] and oxosulfonylation [33d] of alkenes have all been well summarized by Hossaini et al, these kinds of reactions will not be involved in the following paragraphs. The thirranium‐mediated and SO 2 insertion of alkenes have been discussed by Denmark [34a] and Wu [34b] .…”
Section: Thiolationmentioning
confidence: 99%
“…Conversely, racemic β-alkoxy and -hydroxy thioethers can also be synthesized by radical-type-mediated 1,2-oxysulfenylation of alkenes. 19 Analogous β-hydroxy arenethiols can be synthesized by reductive workup of the corresponding βperoxy-sulfides (by PPh 3 or 3°amines) from direct radical type addition of arenethiols to alkenes followed by oxygen trapping under thermal, 20 photolytic, 21−23 electrolytic, 24 or catalytic treatment of t-butyl hydroperoxide (TBHP) (Scheme 2A). 25 In particular, Prof. Yoyan Park and co-workers have demonstrated photocatalytic 1,2-hydroxy-sulfenylation by Nphenyl-acridinium tetrafluoroborates as photocatalysts in acetone.…”
Section: ■ Introduction and Backgroundmentioning
confidence: 99%
“…20 Since several important and striking advantages on this difunctionalization reaction have occurred during the past several years, it seems it is an appropriate time to summarize those developments. In connection with our interest on difunctionlization reactions, 21 organosulfur chemistry 22 and modern organic synthesis, 23 herein, we intend to summarize the literature reports on the selenosulfonylation of unsaturated compounds from 1980 till date. For clarity, the topic is divided into three major sections.…”
Section: Introductionmentioning
confidence: 99%