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. Author manuscript; available in PMC: 2010 Oct 1.
Published in final edited form as: Tetrahedron Lett. 2009 Oct 1;50(43):5879–5883. doi: 10.1016/j.tetlet.2009.07.121

Table 1.

Retro NDA reaction of iminonitroso cycloadducts 6a–c

graphic file with name nihms142430f5.jpg
Entry Adduct Temp. (°C) Time (h) 8 (%)a
1 6a 25 24 43
2 6a 50 5 89
3 6b 25 24 0
4b 6b >50 - 0
5 6c 25 24 20
6 6c 50 2 86
7c 6c 25 24 54
a

Isolated yields reported.

b

Temperature was increased from 50 °C to 70 °C (reflux).

c

CHCl3/1,3-cyclohexadiene 7 (10% v:v) as solvent.