2014
DOI: 10.1039/c4ra02935f
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Disulfides as efficient thiolating reagents enabling selective bis-sulfenylation of aryl dihalides under mild copper-catalyzed conditions

Abstract: Selective bis-sulfenylation reactions of aryl dihalides have been achieved by copper-catalyzed C–S coupling reactions under mild conditions of refluxing EtOH (80 °C).

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Cited by 24 publications
(3 citation statements)
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“…Disulde compounds are important in chemistry, biochemistry, and materials science. [1][2][3][4][5][6][7][8] In particular, disulde bonds exist in a vast number of proteins, playing an extremely vital role in stabilizing the structures of proteins. 9 There are also a wide variety of biologically active target molecules that contain disulde moieties, which possess properties such as anticancer activity.…”
Section: Introductionmentioning
confidence: 99%
“…Disulde compounds are important in chemistry, biochemistry, and materials science. [1][2][3][4][5][6][7][8] In particular, disulde bonds exist in a vast number of proteins, playing an extremely vital role in stabilizing the structures of proteins. 9 There are also a wide variety of biologically active target molecules that contain disulde moieties, which possess properties such as anticancer activity.…”
Section: Introductionmentioning
confidence: 99%
“…Di(hetero)aryl disulfides are widely used as electrophiles instead of aryl halides for the construction of C‐S bond through S‐S bond cleavage,[8] because that disulfides are structurally symmetrical, air stable, and easy to handle [9]. Recently, we developed a series of method to construct C‐C, C‐N, and C‐S bonds through C‐S and S‐S bonds cleavage of di(hetero)aryl disulfides with various nucleophiles including aryl boronic acids, alkynes, Grignard reagents, and amines [10].…”
Section: Introductionmentioning
confidence: 99%
“…6 In addition, Liu and coworkers reported the Cu I-catalyzed selective bis-sulfenylation of dihaloaryls by using disuldes as bis-thiolating agents and 2-hydroxylphenyl functionalized enaminone as the ligand. 7 Importantly, copper-catalyzed cross-coupling reactions between diaryl disuldes (dichalcogenides) and aryl boric acids or silicones-catalyst have been developed for diaryl thioethers. 8 Another approach to the formation of C-S bonds was the addition reaction of S-S bonds to the triple bond of alkynes.…”
mentioning
confidence: 99%