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. Author manuscript; available in PMC: 2016 Jun 19.
Published in final edited form as: J Org Chem. 2015 Jun 1;80(12):6025–6036. doi: 10.1021/acs.joc.5b00795

Table 3.

Visible-Light Photoredox Coupling of (N-Acyloxy)phthalimide 4 with α-(Bromomethyl)styrene (14)

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Entry Modification Yield of
15 (%)a
1 - 74
2 no light NDb
3 no Hantzsch ester 8 14
4 no photocatalyst (18 h) 75
5 no photocatalyst (2 h) 11
6 2 h 76
7 acceptor (1 equiv) 70
8 no i-Pr2NEt 48
9 i-Pr2NEt (0.2 equiv) 55
10 i-Pr2NEt (1 equiv) 62
a

Isolated yield after silica gel chromatography.

b

Product formation after resubjection to light.

ND = not detected.