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Beilstein J. Org. Chem. 2018, 14, 2146–2155, doi:10.3762/bjoc.14.188
Graphical Abstract
Scheme 1: Difunctionalization of double C=C bond with the formation of C–O and C–I bonds.
Scheme 2: Iodo-oxyimidation of styrenes 1a–k with preparation of products 3aa–ka, 3ab–db, 3fb, 3hb, and 3kb.
Figure 1: Scope of the iodo-oxyimidation of vinylarenes with I2/PhI(OAc)2 system. Reaction conditions: vinyla...
Figure 2: Molecular structure of 3ca. Atoms are presented as anisotropic displacement parameters (ADP) ellips...
Scheme 3: The proposed mechanism of iodo-oxyimidation of styrene (1a) using the NHPI/I2/PhI(OAc)2 system with...
Figure 3: CV curves of styrene (1a, purple), NHPI (2a, red), I2 (blue) and PhI(OAc)2 (green) in 0.1 M n-Bu4NBF...
Scheme 4: Gram-scale synthesis of compound 3aa.
Scheme 5: Synthetic utility of the iodo-oxyimides 3aa and 3ab.