Photocatalytic formation of carbon–sulfur bonds

• Alexander Wimmer and
• Burkhard König

Beilstein J. Org. Chem. 2018, 14, 54–83, doi:10.3762/bjoc.14.4

• authors propose that the photo-excited state of the organic dye Eosin Y is reductively quenched by the aryl thiol to form the Eosin Y radical anion and the respective aryl thiyl radical cation. Neutral Eosin Y is regenerated through oxidation of the radical anion by dioxygen. The resulting superoxide

• sulfenylated dienes by dehydration. A series of aryl thiols with different steric and electronic properties give high yields of the thiol–yne products. Noteworthy is the high E-selectivity of the resulting alkene. Dependent on the substitution pattern of the aryl thiol a ratio up to 60:1 was observed due to

• 1O2 is generated by photoexcited Rose Bengal via energy transfer and abstracts a hydrogen atom from the aryl thiol. Radical addition on the indole derivative, oxidation and rearomatization via deprotonation yields the corresponding sulfenylated indole derivative. Very recently, Wei, Wang and co

Transition-metal-catalyzed synthesis of phenols and aryl thiols

• Yajun Liu,
• Shasha Liu and
• Yan Xiao

Beilstein J. Org. Chem. 2017, 13, 589–611, doi:10.3762/bjoc.13.58

• has not been reported. In this review, a brief overview is given of the recent advances in synthetic strategies for both phenols and aryl thiols. Keywords: aryl thiol; C–O bond; C–S bond; phenol; transition metal; Introduction Phenols and aryl thiols serve as both important intermediates in organic

• before the formation of copper complex. In 2016, the Wang and Shi group reported a CuI-catalyzed C–H hydroxylation of thiophenols, in which disulfide directed the hydroxylation [58]. Using aryl thiol and arylboronic acid as starting materials, C–H hydroxylation and C–S coupling sequentially occurred in

• methods for aryl thiol preparation was not observed. There may be two reasons which block the development of synthetic methods for aryl thiols: (1) Traditionally, sulfur was considered poisonous to transition metal catalysts [93][94]; (2) aryl thiols are very reactive forming intermolecular or

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

• the production of various arylsulfur pentafluorides and their higher homologues, bis- and tris(sulfur pentafluorides), from the corresponding diaryl disulfides or aryl thiols. The method consists of two steps: (Step 1) treatment of a diaryl disulfide or an aryl thiol with chlorine in the presence of

• ) between 7 and 8. The reaction of aryl thiol as a starting material is similar to that of the disulfide 1 since aryl thiol reacts with Cl2 to form disulfide 1. The arylsulfur chlorotetrafluorides 2a–j and bis(sulfur chlorotetrafluorides) 2p′ and 2q′ obtained were trans-isomers, while the polyfluorinated 2k