Synthetic Route of C4H3ClO2S2In 2022 ,《Boron-Promoted Umpolung Reaction of Sulfonyl Chlorides for the Stereospecific Synthesis of Thioglycosides via Reductive Deoxygenation Coupling Reactions》 was published in Organic Letters. The article was written by Li, Siyu; Wang, Yujuan; Zhong, Lei; Wang, Siyu; Liu, Zhengli; Dai, Yuanwei; He, Yun; Feng, Zhang. The article contains the following contents:
S-Glycosides have broad biol. activities and serve as stable mimics of natural O-glycoside counterparts and thus are of great therapeutic potential. Herein we disclose an efficient method for the stereospecific synthesis of 1-thioglycosides via a boron-promoted reductive deoxygenation coupling reaction from readily accessible sulfonyl chlorides and glycosyl bromides. Our protocol features mild conditions and excellent functional group tolerance and stereoselectivity. The translational potential of this metal-free approach is demonstrated by the late-stage glyco-diversification of natural products and drug mols. In the experiment, the researchers used Thiophene-2-sulfonyl chloride(cas: 16629-19-9Synthetic Route of C4H3ClO2S2)
Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Synthetic Route of C4H3ClO2S2
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics