90301-83-0

Upstream product

• 24794-19-2 1,2-bis(benzylthio)ethane 
• 100-53-8 phenylmethanethiol 
• 100-39-0 benzyl bromide 
• 3492-64-6 sodium benzylmercaptide 

Downstream Products

• 101432-09-1 1,2-bis-phenylmethanesulfonyl-ethane 

Relevant academic research and scientific papers

A Bulky Disulfoxide Ligand for Pd-Catalyzed Oxidative Allylic C-H Amination with 2,2,2-Trichloroethyl Tosyl Carbamate

Challenging substrates and conditions in homogeneous catalysis pose stringent demands on the ligands used. A novel, bulky, 1-adamantyl-substituted disulfoxide ligand designed after a systematic evaluation of the electronic and steric properties of disulfoxide substituents permits the allylic oxidative C-N coupling reaction to proceed at lower catalyst loading while requiring a smaller excess of reagents. Additionally, this ligand improves the yields when TsNHCOOCH2CCl3, a novel reagent that permits deprotection of the products under both acidic and basic conditions, is used.

Allylic C-H alkylation of unactivated α-olefins: Serial ligand catalysis resumed

A delicate interplay of several kinetically labile ligands is required for reactions that proceed through serial ligand catalysis mechanisms. An investigation of the disruption of this balance has enabled the development of a method for the intermolecular

Molecular complexity via C-H activation: A dehydrogenative Diels-Alder reaction

Traditionally, C-H oxidation reactions install oxidized functionality onto a preformed molecular skeleton, resulting in a local molecular change. The use of C-H activation chemistry to construct complex molecular scaffolds is a new area with tremendous potential in synthesis. We report a Pd(II)/bis-sulfoxide- catalyzed dehydrogenative Diels-Alder reaction that converts simple terminal olefins into complex cycloadducts in a single operation.

A Sulfoxide-Promoted, Catalytic Method for the Regioselective Synthesis of Allylic Acetates from Monosubstituted Olefins via C-H Oxidation

Sulfoxide ligation to Pd(II) salts is shown to selectively promote C-H oxidation versus Wacker oxidation chemistry and to control the regioselectivity in the C-H oxidation products. A catalytic method for the direct C-H oxidation of monosubstituted olefins to linear (E)-allylic acetates in high regio- and stereoselectivities and preparatively useful yields is described. The method using benzoquinone as the stoichiometric oxidant and 10 mol % of Pd(OAc)2 or Pd(O2CCF3)2 as the catalyst in a DMSO/AcOH (1:1) solution was found to be compatible with a wide range of functionality (e.g., amides, carbamates, esters, and ethers, see Table 2). Addition of DMSO was found to be critical for promoting the C-H oxidation pathway, with AcOH alone or in combination with a diverse range of dielectric media, leading to mixtures favoring Wacker-type oxidation products (Tables 1, S3). To explore the role of DMSO as a ligand, the bis-sulfoxide Pd(OAc)2 complex 1 was formed and found to be an effective C-H oxidation catalyst in the absence of DMSO (eqs 2, 3). Moreover, catalyst 1 effects a reversal of regioselectivity, favoring the formation of branched allylic acetates. Copyright

SELECTIVE AND REGIOSPECIFIC OXIDATION OF DITHIAALKANES IN A GOLD(III) CATALYZED PHASE-TRANSFER PROCESS

The oxidation of dithiaalkanes has been carried on in a gold(III) catalyzed phase-transfer process.Using a higher concentration of catalyst and oxidant (procedure A) the bis(benzylthio)alkanes Bz-S-(CH2)n-S-Bz (Bz=benzyl) were oxidized to the correspondin