Schifferer Lukas, Hoppmann Leon, Groeters Robin, Mück-Lichtenfeld Christian, Daniliuc Constantin G, García Mancheño Olga
Organic Chemistry Institute, University of Münster, 48149 Münster, Germany.
Chem Commun (Camb). 2023 May 16;59(40):6032-6035. doi: 10.1039/d3cc00781b.
A solvent-dependent, divergent synthesis of highly functionalized ,-heterocycles presenting a thiazoline and an isoquinuclidine (DCE as solvent) or tetrahydroisoquinoline (DMF as solvent) scaffolds by cyclization reactions of isoquinolinium 1,4-zwitterionic thiolates is reported. The robustness and applicability of the method are also demonstrated by an efficient 6-times upscaling of the reaction and derivatization of the thiazoline-isoquinuclidine derivatives.
报道了一种溶剂依赖性的、高度官能化的α,β-杂环的发散合成方法，该杂环通过异喹啉鎓1,4-两性离子硫醇盐的环化反应呈现噻唑啉和异喹啉啶（以二氯乙烷为溶剂）或四氢异喹啉（以N,N-二甲基甲酰胺为溶剂）骨架。该方法的稳健性和适用性还通过反应的6倍高效放大以及噻唑啉-异喹啉啶衍生物的衍生化得到了证明。
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