Heterocyclic ketene aminals 1 or 2 react with benzoyl chloride to give the regiospecifically mono-N-benzoylated products 5 or 6, while N-methyl heterocyclic ketene aminals 3 or 4 react under the same conditions, to give a more complex mixture of products.
References
1.
HuangZ.-T. and WangM.-X., Heterocycles, 1994, 37, 1233.
2.
HuangZ.-T. and WamhoffH., Chem. Ber., 1984, 117, 1856;
3.
HuangZ.-T. and TzaiL.-H., Chem. Ber., 1986, 119, 2208.
4.
HuangZ.-T. and LiuZ.-R., Heterocycles, 1986, 24, 2247.
5.
HuangZ.-T. and WangX.-J., Tetrahedron Lett., 1987, 281527.
6.
HuangZ.-T. and WangX.-J., Chem. Ber., 1987, 120, 1803.
7.
JonesR. C. F. and SmallridgeM. J., Tetrahedron Lett., 1988. 29, 5005.
8.
GuptaA. K., IlaH. and JunjappaH., Synthesis, 1988, 284.
9.
JonesR. C. F. and HirstS. C., Tetrahedron Lett., 1989, 30, 5361; 5365.
10.
HuangZ.-T. and LiuZ.-R., Chem. Ber., 1989, 122, 95.
11.
HuangZ.-T. and LiuZ.-R., Synth. Commun., 1989, 19, 1801.
12.
JonesR. C. F., HirstS. C. and TurnerI., J. Chem. Soc., Perkin Trans. 1, 1991, 953.
13.
JonesR. C. F., TurnerI. and HowardK. J., Tetrahedron Lett., 1993, 34, 6329.
14.
HuangZ.-T. and WangM.-X., J. Chem. Soc., Perkin Trans. 1, 1993, 1085.
15.
WangM.-X. and HuangZ.-T., J. Org. Chem., 1995, 60, 2807.
16.
WangL.-B., YuC.-Y. and HuangZ.-T., Synthesis, 1994, 1441.
17.
WangM.-X., WuX.-T., WangL.-B. and HuangZ.-T., Synth. Commun., 1995, 25, 343.
18.
WangL.-B., YuC.-Y. and HuangZ.-T., Synth. Commun., 1995, 25, 1535.
19.
WangL.-B., YuC.-Y. and HuangZ.-T., Heterocyclic Commun., 1995, 1, 137.
20.
JonesR. C. F. and PatelP., Tetrahedron, 1997, 53, 11781.
21.
LiZ.-J., WangL.-B. and HuangZ.-T., Chin. Chem. Lett., 1995, 6, 185.
22.
LiZ.-J., WangL.-B. and HuangZ.-T., Carbohydr. Res., 1996, 295, 77.
23.
HuangZ.-T., WangJ.-C. and WangL.-B., Synth. Commun., 1996, 26, 2285.
24.
YuC.-Y., HuangZ.-T. and WangL.-B., J. Chem. Res., 1996, (S) 410; (M) 2375.
25.
WangM.-X., LiangJ.-M. and HuangZ.-T., J. Chem. Res., 1994, (S) 166; (M) 1001.
