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. 2022 Jun 14;27(12):3809. doi: 10.3390/molecules27123809

Scheme 3.

Scheme 3

Chemoenzymatic oxidation of ortho-dibromobenzene (13) and synthesis of the functionalized oxazine (21). Reagents and conditions: i. toluene dioxygenase in E. coli JM109 (pDTG601A), 35 °C (87%, 2.4 g/L); ii. 2,2-DMP, pTsOH then NaIO4, CbzNHOH, MeOH, H2O, 0 °C to rt (74% yield).