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Generation of Monoaryl-
Heterocycles ( IF 0.8 ) Pub Date : 2020-12-24 , DOI: 10.3987/com-20-s(k)45
Shigeki Matsunaga , Ayako Nakano , Yukino Okabe , Keitaro Matsuoka , Narumi Komami , Keito Watanabe , Masahiro Kojima , Tatsuhiko Yoshino

Monoaryl-λ3-iodanes serve as versatile oxidants and arylating reagents in organic synthesis. In addition to the oxidation of iodoarenes, electrophilic substitution reactions using iodine tricarboxylates have been used for the synthesis of monoaryl-λ3-iodanes. Here, we report that ipso-substitution reactions of aryltrifluoroborates with iodine tris(trifluoroacetate) in DMF or DMA smoothly produced monoaryl-λ3-iodanes, which were readily converted to aryliodonium ylides. We also demonstrated that sequential C–H borylation and the ipso-substitution efficiently introduced the I(III) group under steric control.

中文翻译:

单芳基-的产生

单芳基-λ 3个-iodanes作为多功能有机合成氧化剂和芳基化试剂。除了iodoarenes的氧化,使用碘三羧酸盐亲电取代反应已被用于单芳-λ的合成3 -iodanes。在这里,我们报告,本位与碘aryltrifluoroborates的3'-取代反应在DMF或DMA三(三氟乙酸)顺利地制造单芳-λ 3 -iodanes,将其容易地转化为芳基碘鎓叶立德。我们还表明,连续的C-H硼化和本位3'-取代有效地引入的I(III)的空间位控制下基团。
更新日期:2021-02-16
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