کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5279543 | 1385627 | 2005 | 5 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Remarkable rate acceleration of water-promoted nucleophilic substitution of Baylis-Hillman acetate: a facile and highly efficient synthesis of N-substituted imidazole Remarkable rate acceleration of water-promoted nucleophilic substitution of Baylis-Hillman acetate: a facile and highly efficient synthesis of N-substituted imidazole](/preview/png/5279543.png)
Without additional reagents, the Baylis-Hillman acetates 2 underwent nucleophilic substitution reaction with imidazole readily in aqueous THF solution to afford the corresponding N-substituted imidazole derivatives 3 in good to excellent yields. Moreover, the reaction between the in situ generated DABCO salt of Baylis-Hillman acetates 4 and imidazole occurs in aqueous THF providing the SN2 type products 5. The simpler operational procedure, better stereoselectivity and higher efficiency over conventional method make the present protocol practical for the preparation of imidazole derivatives.
Without additional reagents, the Baylis-Hillman acetates 2 underwent nucleophilic substitution reaction with imidazole readily in aqueous THF solution to afford the corresponding N-substituted imidazole derivatives 3 in good to excellent yields. Moreover, the reaction between the in situ generated DABCO salt of Baylis-Hillman acetates 4 and imidazole occurs in aqueous THF providing the SN2 type products 5. The simpler operational procedure, better stereoselectivity, and higher efficiency over conventional methods make the present protocol practical for the preparation of imidazole derivatives.
Journal: Tetrahedron Letters - Volume 46, Issue 31, 1 August 2005, Pages 5233-5237