Synthetic Route of C6H5IOIn 2021 ,《Access to S-Stereogenic Free Sulfoximines via Bifunctional Phosphonium Salt-Catalyzed Desymmetrization of Bisphenols》 was published in ACS Catalysis. The article was written by Fang, Siqiang; Liu, Zanjiao; Zhang, Hongkui; Pan, Jianke; Chen, Yuan; Ren, Xiaoyu; Wang, Tianli. The article contains the following contents:
Sulfur-stereogenic sulfoximines particularly with a free N-H unit exhibit intriguing chem. and biol. activities, and thus have received continuous attention from chemists. However, there are currently no examples of guiding catalytic asym. strategies available to directly access these mols. Herein, an efficient and practical protocol for the direct enantioenrichment of free N-H sulfoximines via a bifunctional phosphonium salt-catalyzed desymmetrization triggered by the Atherton-Todd reaction together with a further extended nucleophilic acyl substitution-type reaction has been disclosed. A series of free N-H sulfoximines bearing an assortment of aromatic groups (70 examples) was tolerated in this desymmetrization with incidentally involving minority kinetic resolution (KR). The desymmetrized products can be easily transformed into chiral sulfoxides and other classes of active sulfur-stereogenic compounds Mechanistic studies provided insights into the reaction pathway particularly suggesting a desymmetrization/KR synergic process, and also offered support on hydrogen-bonding interactions as the key elements to successful stereocontrol. In the experiment, the researchers used 3-Iodophenol(cas: 626-02-8Synthetic Route of C6H5IO)
3-Iodophenol(cas: 626-02-8) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Synthetic Route of C6H5IO
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com