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. Author manuscript; available in PMC: 2012 Dec 21.
Published in final edited form as: Angew Chem Int Ed Engl. 2008;47(43):8224–8227. doi: 10.1002/anie.200803184

Table 1.

Catalytic Dehydrogenative Diamination[a]

Entry Substrate (1) Product (5) Yield (%)[e]
1 graphic file with name nihms-379122-t0001.jpg graphic file with name nihms-379122-t0002.jpg 68
2 graphic file with name nihms-379122-t0003.jpg graphic file with name nihms-379122-t0004.jpg 47
3 graphic file with name nihms-379122-t0005.jpg graphic file with name nihms-379122-t0006.jpg 74
4 graphic file with name nihms-379122-t0007.jpg graphic file with name nihms-379122-t0008.jpg 77
5[b] graphic file with name nihms-379122-t0009.jpg graphic file with name nihms-379122-t0010.jpg 45
6 graphic file with name nihms-379122-t0011.jpg graphic file with name nihms-379122-t0012.jpg 62
7 graphic file with name nihms-379122-t0013.jpg graphic file with name nihms-379122-t0014.jpg 61
8 graphic file with name nihms-379122-t0015.jpg graphic file with name nihms-379122-t0016.jpg 61
9[c] graphic file with name nihms-379122-t0017.jpg graphic file with name nihms-379122-t0018.jpg 42
10[d] 40
11[c] (Z, E mixture, 6:1) 66[f]
[a]

All reactions were carried out with olefin (1.0 mmol), Pd2(dba)3 (0.050 mmol), tri-2-furylphosphine (0.30 mmol), and N,N-di-t-butylthiadiaziridine 1,1-dioxide (4) (2.0 mmol) in benzene (0.25 mL) at 75 °C under argon for 10 h unless otherwise stated.

[b]

The reaction was carried out at 75 °C for 22 h.

[c]

The reaction was carried out at 65 °C for 6 h.

[d]

The reaction was carried out at 50 °C for 20 h.

[e]

Isolated yield.

[f]

7% yield of (1Z, 3E) isomer was also isolated.