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. Author manuscript; available in PMC: 2021 Jan 22.
Published in final edited form as: J Am Chem Soc. 2020 Jan 10;142(3):1603–1613. doi: 10.1021/jacs.9b12519

Table 2.

Reaction Conditions for the Visible Light-Driven C-O Borylation.a

graphic file with name nihms-1577406-t0006.jpg
Entry Variations from standard conditions Yield, %
1 none 64 (78b, 83c)
2 no light 0
3 no PTH1 0
4 no Cs2CO3 0
5 with water (1 equiv.), 10 h 63
6 with 18-crown-6 (1 equiv.), 10 h 60
7 K3PO4 instead of Cs2CO3 30
8 2 equiv. B2pin2 52
9 Tolyl triflate instead of 1 37d
a

Reaction conditions: see footnote for Table 1.

b

Isolated yield for a reaction in the presence of water (1 equiv.).

c

Isolated yield after 36 h.

d

p-Cresol was also formed in 54% yield.