Table 1.
Reaction discovery and optimization.a
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| Entry | [Au] (y%) | 2a/3 (equiv) |
Additive (1.5 • y %) |
Yield (conversion)b |
| 1 | Ph3PAuNTf2(5) | 2.0/1.5 | \ | 5% (70%) |
| 2 | BrettPhosAuNTf2(5) | 2.0/1.5 | \ | 5% (89%) |
| 3 | Me-DalPhosAuCl (5) | 2.0/1.5 | NaBArF4 | 86% (>99%) |
| 4 | Mor-DalPhosAuCl (5) | 2.0/1.5 | NaBArF4 | 87% (>99%) |
| 5 | LlAuCl (5) | 2.0/1.5 | NaBArF4 | 88% (>99%) |
| 6 | LlAuCl (2) | 1.5/1.3 | NaBArF4 | 83%c (>99%) |
| 7d | L1AuCl (2) | 1.5/1.3 | NaBArF4 | 39% (70%) |
| 8e | L1AuCl (2) | 1.5/1.3 | NaBArF4 | 34% (80%) |
a
A solution of 3 in DCE was introduced into the reaction in a septum-capped vial via a syringe pump at the rate of 0.1mL/h; the nominal final concentration of 1a was 0.05 M.
b
Estimated by 1H NMR using diethyl phthalate as the internal standard.
c
Isolated yield.
d
3 was added into the reaction in one portion at the beginning.
e
The reaction was run at the room temperature.
