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. Author manuscript; available in PMC: 2022 Aug 19.
Published in final edited form as: J Org Chem. 2021 Aug 19;86(17):12237–12246. doi: 10.1021/acs.joc.1c01545

Table 1.

Reported Dearomatization of Electron-Deficient Phenols to Ortho-Quinones by Various Iodine(V) Reagents: Selected Results5

graphic file with name nihms-1828051-t0010.jpg
entry HVI oxidant time (h) yield (%)
1 Bi(4-CO2Etbipy)HVI 0.5 99
2 Bi(4-CO2Etbipy)HVI 4 91
3 IBX 24 12
4 PhI(O)(OAc)2 24 0
5 PhI(O)(0Tf)2 0.66 59
6 PhI(O)(OTf)2 4 27
7 Bi(4-OMebipy)HVI 0.66 38
8 PhI(O)(Py)2(OTf)2 0.66 0