Discovery of practical production processes for arylsulfur pentafluorides and their higher homologues, bis- and tris(sulfur pentafluorides): Beginning of a new era of “super-trifluoromethyl” arene chemistry and its industry

• Teruo Umemoto,
• Lloyd M. Garrick and
• Norimichi Saito

Beilstein J. Org. Chem. 2012, 8, 461–471, doi:10.3762/bjoc.8.53

• %) with p-dichlorobenzene (major) and trichlorobenzene (minor), which were formed by cleavage of the C–S bond, in the case of the major byproduct, and further chlorination, in the case of the minor one, during the reaction. The complete removal of the byproducts from 3f was difficult due to similar

Nano copper oxide catalyzed synthesis of symmetrical diaryl sulfides under ligand free conditions

• K. Harsha Vardhan Reddy,
• V. Prakash Reddy,
• A. Ashwan Kumar,
• G. Kranthi and
• Y.V.D. Nageswar

Beilstein J. Org. Chem. 2011, 7, 886–891, doi:10.3762/bjoc.7.101

• -smelling thiols as the main drawback, which leads to environmental and safety problems. To overcome these problems, Zhou [43] and coworkers recently reported an efficient C–S bond formation by the reaction of potassium thiocyanate and aryl halides in the presence of a copper catalyst and a ligand in

Asymmetric synthesis of tertiary thiols and thioethers

• Jonathan Clayden and
• Paul MacLellan

Beilstein J. Org. Chem. 2011, 7, 582–595, doi:10.3762/bjoc.7.68

• (C–S bond formation). Alternatively, stereoselective alkylation, arylation or acylation of a secondary sulfur-based substrate could generate the quaternary centre (C–C bond formation). Review 1 Carbon–sulfur bond formation 1.1 SN2 displacement of a leaving group Stereospecific nucleophilic attack on

Effects of anion complexation on the photoreactivity of bisureido- and bisthioureido-substituted dibenzobarrelene derivatives

• Heiko Ihmels and
• Jia Luo

Beilstein J. Org. Chem. 2011, 7, 278–289, doi:10.3762/bjoc.7.37

• considered to explain the drastic change of the photochemical properties. Apparently, the quenching effect of the thioureido substituents on the triplet reaction is no longer effective after the association with anions. Presumably, the complexed anions affect the properties of the C=S bond in 1i, leading to

(Pseudo)amide-linked oligosaccharide mimetics: molecular recognition and supramolecular properties

• José L. Jiménez Blanco,
• Fernando Ortega-Caballero,
• Carmen Ortiz Mellet and
• José M. García Fernández

Beilstein J. Org. Chem. 2010, 6, No. 20, doi:10.3762/bjoc.6.20

• –(C=S) bond (Figure 18). β-(1→6)-Linked thioureido-di- and trisaccharides were used to obtain the corresponding ureido- and guanidine-linked oligomers. These compounds were evaluated as phosphate binders in water [76]. Association constants (Kas) for the binding of dimethyl and, especially, phenyl

Diastereoselective functionalisation of benzo-annulated bicyclic sultams: Application for the synthesis of cis-2,4-diarylpyrrolidines

• Susan Kelleher,
• Pierre-Yves Quesne and
• Paul Evans

Beilstein J. Org. Chem. 2009, 5, No. 69, doi:10.3762/bjoc.5.69

• and 6b which were used as substrates for the N–S and C–S bond cleavage forming arylsubstituted pyrrolidines [1][2][3]. In relation to this sequence attempts to achieve a reductive Heck cyclisation employing ammonium formate [12], gave only the product of bromine-hydrogen exchange 4c (where X = H

Variations in product in reactions of naphthoquinone with primary amines

• Marjit W. Singh,
• Anirban Karmakar,
• Nilotpal Barooah and
• Jubaraj B. Baruah

Beilstein J. Org. Chem. 2007, 3, No. 10, doi:10.1186/1860-5397-3-10

•  3c). Surprisingly in this reaction the product formed is through C-S bond formation rather than C N-bond formation (Scheme 4). The presence of a few well-separated peaks of the products from the starting materials in the NMR spectra (designated by A) shows the formation of the one product with time

• rings are perpendicular to each other. The C-S bond formation reaction can be extended to other thiols such as thiophenol and 4-methoxythiophenol, 4-bromothiophenol etc. with 1,4-naphthoquinone as well as 1,4-benzoquinone. The difference in the case of reaction of 1,4-benzoquinone with primary amine

• whereas similar reaction of 1,4-napthoquinone leads to C-S bond formation. The advantage of these reactions is mildness and versatility. C-N as well as C-S bond formation can be achieved in quinonic compounds under mild conditions. However, limited mechanistic understanding of the reactions is the

Generation of pyridyl coordinated organosilicon cation pool by oxidative Si-Si bond dissociation

• Toshiki Nokami,
• Ryoji Soma,
• Yoshimasa Yamamoto,
• Toshiyuki Kamei,
• Kenichiro Itami and
• Jun-ichi Yoshida

Beilstein J. Org. Chem. 2007, 3, No. 7, doi:10.1186/1860-5397-3-7

• C-S bond dissociation. Very recently, the oxidative C-C bond dissociation has been found to be effective for generation of a pool of a carbocation having a stabilizing group as shown in Scheme 1[6]. We have been interested in generation and accumulation of cations of other elements such as silicon