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. Author manuscript; available in PMC: 2013 Nov 20.
Published in final edited form as: European J Org Chem. 2010 Jun 8;2010(22):10.1002/ejoc.201000434. doi: 10.1002/ejoc.201000434

Table 3.

One-pot synthesis of 2-unsubstituted 3H-imidazole-4-carboxylates 2p–w using benzyamine or allylamine.

graphic file with name nihms524487u3.jpg
Entry DD
Imidazole 2 Yield[a] (%)
1
1 1c[b] graphic file with name nihms524487t32.jpg graphic file with name nihms524487t33.jpg 2p 69
2 1c[b] graphic file with name nihms524487t34.jpg graphic file with name nihms524487t35.jpg 2q 78
3 1d graphic file with name nihms524487t36.jpg graphic file with name nihms524487t37.jpg 2r 87
4 1d graphic file with name nihms524487t38.jpg graphic file with name nihms524487t39.jpg 2s 81
5 1e graphic file with name nihms524487t40.jpg graphic file with name nihms524487t41.jpg 2t 59
6 1e graphic file with name nihms524487t42.jpg graphic file with name nihms524487t43.jpg 2u 68
7 1f graphic file with name nihms524487t44.jpg graphic file with name nihms524487t45.jpg 2v 57
8 1f graphic file with name nihms524487t46.jpg graphic file with name nihms524487t47.jpg 2w 62
[a]

Isolated yield (after silica gel chromatography) based on starting material, viz. DD 1d–f or the corresponding chlorohydrazone in the case of 1c.

[b]

DD 1c was prepared in situ from the parent chlorohydrazone and used without further purification.