
Tetrahedron Letters p. 7075 - 7078 (1997)
Update date:2022-08-25
Topics:
Sakaguchi, Satoshi
Eikawa, Masahiro
Ishii, Yasutaka
The reaction of adamantane under atmospheric nitric oxide in the presence of N-hydroxyphthalimide (NHPI) which serves as the radical catalyst in a mixed solvent of benzonitrile and acetic acid afforded 1-N-adamantylbenzamide as a principal product along with small amounts of 1-nitroadamantane and 1-hydroxyadamantane. On the other hand, 1-nitroadamantane was obtained in good yield upon treatment of adamantane with NO/O2.
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