Mutagenic N-acyloxy-N-alkoxybenzamides undergo SN2 reactions at the amide nitrogen with N-methylaniline and ring-substituted anilines in reactions modelling the possible mode of interaction between the mutagens and nucleic acids and which may be responsible for their biological activity.
References
1.
GerdesR. G., GloverS. A., Ten HaveJ. F., and RowbottomC. A., Tetrahedron Lett., 1989, 30, 2649.
2.
CampbellJ. J., GloverS. A., and RowbottomC. A., Tetrahedron Lett., 1990, 31, 5377.
3.
CampbellJ. J., GloverS. A., HammondG. P., and RowbottomC. A., J. Chem. Soc., Perkin Trans. 2, 1991, 2067.
4.
BoninA. M., GloverS. A., and HammondG. P., J. Chem. Soc., Perkin Trans. 2, 1994, 1173.
5.
BoninA. M., GloverS. A., and HammondG. P., J. Org. Chem., 1998, 63, 9684.
6.
CampbellJ. J., and GloverS. A., J. Chem. Soc., Perkin Trans. 2, 1992, 1661.
7.
BuccigrossJ. M., GloverS. A., and HammondG. P., Aust. J. Chem., 1995, 48, 353.
8.
De AlmeidaM. V., BartonD. H. R., BythewayI., FerreiraJ. A., HallM. B., LiuW., TaylorD. K., and ThomsonL., J. Am. Chem. Soc., 1995, 117, 4870.
9.
BuccigrossJ. M., and GloverS. A., J. Chem. Soc., Perkin Trans. 2, 1995, 595.
10.
GloverS. A., MoG., and RaukA., Tetrahedron, 1999, 55, 3413.
11.
GloverS. A., and RaukA., J. Org. Chem., 1996, 61, 2337.
12.
GloverS. A., Tetrahedron, 1998, 54, 7229. Tetrahedron Report 455.
