. Author manuscript; available in PMC: 2020 Aug 17.

Published in final edited form as: Org Lett. 2019 Jul 22;21(16):6447–6451. doi: 10.1021/acs.orglett.9b02342

Table 1.

Optimization of Reaction Conditions


					entry	reductant	equiv K3PO4	temp (°C)	yield
					1	i-PrOH	0.50	80	0%
					2	3	0.50	80	0%
					3	4	0.50	80	40%
4	5	0.50	80	61%
5	5	0.50	120	92%
6	5	4.0	120	99%

General conditions unless otherwise stated: substrate 1 (1.0 equiv, 0.10 mmol), K₃PO₄ (0.50–4.0 equiv), reductant (2.5 equiv), and 1,4-dioxane (1.0 M) heated at 80–120 °C for 16 h in a sealed vial under an atmosphere of N₂. Yields determined by ¹H NMR analysis using 1,3,5-trimethoxybenzene as an external standard.