Tetrahedron

Stable thioaldehydes: Synthesis, structure assignment, and stability of 6-amino-5-thioformyluracils

K Hirota, H Sajiki, K Kubo, M Kido, K Nakagawa

文献索引：Hirota, Kosaku; Sajiki, Hironao; Kubo, Keiko; Kido, Masaru; Nakagawa, Kazuyuki Tetrahedron, 1996 , vol. 52, # 30 p. 9971 - 9978

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被引用次数: 5

摘要

Stable 6-amino-5-thioformyluracils 3a-e were synthesized starting from 6-amino-1, 3- disubstituted uracils 1a-e in 23–98% yields. According to the x-ray crystal structure, although the thioaldehyde 3c possesses reasonable double-bond character of the C= S bond, the length of C= S bond of the thioaldehyde 3c is longer than those of the kinetically stabilized thioaldehydes due to the mesomeric effect of the 6-amino group.