- Transition-metal-free decarboxylative thiolation of stable aliphatic carboxylates
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A transition-metal-free decarboxylative thiolation protocol is reported in which primary, secondary, tertiary (hetero)aryl acetates and α-CN substituted acetates undergo the decarboxylative thiolation smoothly, to deliver a variety of functionalized aryl alkyl sulfides in moderate to excellent yields. Aryl diselenides are also amenable substrates for construction of C-Se bonds under the simple and mild reaction conditions. Moreover, the protocol is successfully applied to the late-stage modification of pharmaceutical carboxylates with satisfactory chemoselectivity and functional-group compatibility. This journal is
- Xing, Wei-Long,Liu, De-Guang,Fu, Ming-Chen
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p. 4593 - 4597
(2021/02/03)
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- Nickel-Catalyzed Thiolation and Selenylation of Cycloketone Oxime Esters with Thiosulfonate or Seleniumsulfonate
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A nickel-catalyzed ring opening and, subsequently, reductive cross-coupling of cycloketone oxime esters with thiosulfonate or seleniumsulfonate are reported, which involves C-C bond cleavage and C(sp3)-S or C(sp3)-Se bond formation. Notably, S-aryl/alkyl sulfonothioates and Se-alkyl seleniumsulfonothioates could be employed in this reaction to afford a variety of 1° and 2° alkyl sulfides, aryl sulfides, and 1° and 2° alkyl selenides in one step. This strategy features easily available substrates and mild reaction conditions.
- Li, Jian,Wang, Shun-Yi,Ji, Shun-Jun
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p. 16147 - 16156
(2019/12/27)
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- A photocatalytic sp3 C-S, C-Se and C-B bond formation through C-C bond cleavage of cycloketone oxime esters
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The photocatalytic thiolation, selenylation and borylation of cycloketone oxime esters through iminyl radical-triggered C-C bond cleavage were described. The reactions provide a unified approach to alkyl sulfur, selenium and boron compounds tethered to a
- Anand, Devireddy,He, Yuwei,Li, Linyong,Zhou, Lei
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p. 533 - 540
(2019/01/24)
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- One-pot synthesis of symmetrical and unsymmetrical aryl sulfides by Pd-catalyzed couplings of aryl halides and thioacetates
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Aryl sulfides were obtained from the coupling reaction of S-aryl (or S-alkyl) thioacetates and aryl bromides in the presence of palladium catalyst. This reaction method enables the one-pot synthesis of symmetrical and unsymmetrical diaryl sulfides by employing potassium thioacetate with aryl iodides and aryl bromides.
- Park, Namjin,Park, Kyungho,Jang, Mihee,Lee, Sunwoo
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experimental part
p. 4371 - 4378
(2011/07/06)
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- THE COMPATIBILITY OF THE CYANO AND ALKYL CHLORIDE FUNCTIONS IN PHENYLTHIOALKYLATION REACTIONS OF O-SILYLATED ENOLATES
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The compatibility of the cyano group and of chlorides with the conditions of phenylthioalkylation of O-silylated enolates has been demonstrated.
- Lee, Thomas V.,Visani, Naina
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p. 5559 - 5560
(2007/10/02)
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