Table 1. Initial reaction screening a .
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Entry | Conditions | Yield 1 b | Yield 2 b | Yield 3 b |
1 | As shown | 0% | 0% | 35% |
2 | No light | 100% | 100% | 0% |
3 | No silane | 100% | 100% | 0% |
4 | No [Ir] cat. | 100% | 100% | 0% |
5 | No base | 8% | 21% | 30% |
a N-Phenylmetacrylamide (1) (1.0 equiv.), (4-bromopiperidin-1-yl)(phenyl)methanone (2) (1.0 equiv.), Na2CO3 (2.0 equiv.), (Me3Si)3SiH (1.0 equiv.) and Ir[dF(CF3)ppy]2(dtbbpy)PF6 (1 mol%) in MeCN, Aldrich® Micro Photochemical Reactor (ring) for 16 h.
bAssay yields for product and remaining starting materials were determined using HPLC techniques.