![2-Methyl-2-propanyl {3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-3-oxetanyl}carbamate structure](https://static.chemtradehub.com/structs/127/1279090-25-3-1b84.webp "2-Methyl-2-propanyl {3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-3-oxetanyl}carbamate structure")
2-Methyl-2-propanyl {3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-3-oxetanyl}carbamate
CAS Number:
1279090-25-3
Molecular Formula:
C20H30BNO5
Access to disulfides through ligand-controlled nickel-catalyzed dithiosulfonate and alkyl halides
Literature Information
Publication Date
2023-12-19
DOI
10.1039/D3QO01868G
Impact Factor
5.281
Authors
Wang Chen, Xin-yu Liu, Yi-Fan Jiang, Weidong Rao, Shu-Su Shen, Zhao-Ying Yang, Shun-Yi Wang
View Original
Abstract
A nickel-catalyzed C–SS reductive cross-coupling reaction of dithiosulfonate and unactivated alkyl halides for producing unsymmetric disulfides is developed. Ligands can greatly promote the conversion or inhibition of the occurrence of reactions, hence the selection of ligands is very important. In this approach, 1–10-phen can maximize the promotion of the reaction. The approach features the unprecedented use of dithiosulfonate in reductive cross-coupling chemistry and is highlighted by the broad substrate scope under mild conditions with excellent functional group tolerance. The approach is applicable to different halogenated alkanes. It is worth noting that the reaction is also applicable to the later modification of the anti-inflammatory drug indomethacin, the anti gout drug probenecid, and Boc-L-phenylalanine.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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4-[(2-{2-[2-(2-Aminoethoxy)ethoxy]ethoxy}ethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
CAS Number:
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Molecular Formula:
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