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Modular Synthesis of Aryl Thio/Selenoglycosides via the Catellani Strategy

Ya-Nan Ding, Yan-Chong Huang, Wei-Yu Shi, Nian Zheng, Cui-Tian Wang, Xi Chen, Yang An, Zhe Zhang,
Published: 12 July 2021

Abstract: We described a novel palladium-catalyzed domino procedure for the preparation of (hetero)aryl thio/selenoglycosides. Readily available (hetero)aryl iodides and easily accessible 1-thiosugars/1-selenosugars are utilized as the substrates. Meanwhile, 10 types of sugars are quite compatible with this reaction with good regio- and stereoselectivity, high efficiency, and broad applicability (up to 89%, 53 examples). This method enables the straightforward formation of the C(sp2)–S/Se bond of (hetero)aryl thio/selenoglycosides.
Keywords: aryl thio/selenoglycosides / straightforward / easily / good / palladium / domino / Modular / selenosugars

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