. Author manuscript; available in PMC: 2019 Jun 20.

Published in final edited form as: J Org Chem. 2017 Dec 5;82(24):13500–13516. doi: 10.1021/acs.joc.7b02623

Table 2.

Photoredox Catalyzed Cyclization of Model α-Bromo β-Keto Ester 53



Entry Base	(equiv.)	Time	Yield 54

1^A	2,6-lutidine (2.0)	1h	10%
2	Et₃N (2.0)	2h	8%
3	DABCO (2.0)	1.5h	8%
4^B	Et₃N (2.0)	1h	17%
5^B	DABCO (2.0)	1h	28%

Std. conditions: fac-Ir(ppy)₃ (2.5 mol%), CH₂Cl₂ (0.1M), room temperature, blue LEDs. Yield determined by internal standard (1,3,5-trimethoxybenzene, 0.02M/CDCl₃).

Isolated yield.

After rxn., added HCl (2M/Et₂O, 2.0 equiv.), stirred for 18h.