5925-57-5Relevant articles and documents
Synthesis of dibenzo[c,e]oxepin-5(7H)-ones from benzyl thioethers and carboxylic acids: Rhodium-catalyzed double C-H activation controlled by different directing groups
Zhang, Xi-Sha,Zhang, Yun-Fei,Li, Zhao-Wei,Luo, Fei-Xian,Shi, Zhang-Jie
supporting information, p. 5478 - 5482 (2015/04/27)
A rhodium(III)-catalyzed cross-coupling of benzyl thioethers and aryl carboxylic acids through the two directing groups is reported. Useful structures with diverse substituents were efficiently synthesized in one step with the cleavage of four bonds (C-H, C-S, O-H) and the formation of two bonds (C-C, C-O). The formed structure is the privileged core in natural products and bioactive molecules. This work highlights the power of using two different directing groups to enhance the selectivity of a double C-H activation, the first of such examples in cross-oxidative coupling.
BIOTRANSFORMATION OF ORGANIC SULFIDES. PART 6. FORMATION OF CHIRAL para-SUBSTITUTED BENZYL METHYL SULFOXIDES BY HELMINTHOSPORIUM SPECIES NRRL 4671
Holland, Herbert L.,Brown, Frances M.,Larsen, Brett G.
, p. 1561 - 1568 (2007/10/02)
The fungus Helminthosporium species NRRL 4671 has been used for the biotransformation of a series of para-substituted benzyl sulfides with substituent groups consisting of trifluoromethyl, halo, hydroxy, methoxy, acetoxy, nitro, cyano, amino, acetamido, acyl and carboxylic acid units.In all cases, sulfoxide formation occurred in good yoeld and with predominant (S) chirality at the sulfur position.A minor amount of sulfone product was also obtained from the halo- and methoxy-substituted substrates.
Reduction of Sulfoxides with Sodium or Benzyl Bromide
Bernard, Angela M.,Caredda, Maria G.,Piras, P. Paolo,Serra, Ermanno
, p. 329 - 330 (2007/10/02)
The reduction of dimethyl and diphenyl sulfoxides, and of alkyl and arylbenzyl sulfoxides to the corresponding sulfides can be carried out using sodium bromide without solvent or benzyl bromide in dimethylformamide, mostly through an oxidation-reduction cycle catalyzed by developing hydrobromic acid.
