Vlasenko Yulia A, Postnikov Pavel S, Trusova Marina E, Shafir Alexandr, Zhdankin Viktor V, Yoshimura Akira, Yusubov Mekhman S
The Tomsk Polytechnic University , 634050 Tomsk , Russia.
University of Chemistry and Technology , 16628 Prague , Czech Republic.
J Org Chem. 2018 Oct 5;83(19):12056-12070. doi: 10.1021/acs.joc.8b01995. Epub 2018 Sep 20.
Pseudocyclic 2-benzimidazolyl-substituted diaryliodonium salts were obtained by the reaction of the corresponding [hydroxy(tosyloxy)iodo]arenes with arenes in the presence of trifluoromethanesulfonic acid. X-ray structural analysis of these iodonium salts confirmed their pseudocyclic structure with a short (2.57-2.58 Å) noncovalent I···N interaction. Treatment of 2-benzimidazolyl-substituted diaryliodonium triflates with a base afforded novel five-membered iodine-nitrogen heterocycles.
通过相应的[羟基(甲苯磺酰氧基)碘]芳烃与芳烃在三氟甲磺酸存在下反应,得到了假环2-苯并咪唑基取代的二芳基碘鎓盐。这些碘鎓盐的X射线结构分析证实了它们具有短(2.57 - 2.58 Å)的非共价I···N相互作用的假环结构。用碱处理2-苯并咪唑基取代的二芳基碘鎓三氟甲磺酸盐得到了新型的五元碘-氮杂环。