کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5289770 | 1385863 | 2006 | 6 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Efficient route for the synthesis of 3,4-cycloalkoxy-2,5-diethoxycarbonyl-thiophenes obtained with bulky alkyl dibromides using trialkylamines as base-solvent
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
New reaction conditions were investigated for dialkylizing diethyl 3,4-dihydroxy-2,5-thiophenedicarboxylate with sterically hindered alkyl-dibromides, using as reaction system DMF-trialkylamine or only the trialkylamine as base-solvent. This methodology produced the corresponding 3,4-cycloalkoxy-2,5-diethoxycarbonyl-thiophene derivatives faster and with better yields than those reported previously for K2CO3-DMF. Experiments were performed with triethylamine, tripropylamine, and tributylamine. Tributylamine produced the best results in a general reaction with alkyl-bromides. Aromatic amines like N,N-dimethylaniline, N-methyldiphenylamine, and triphenylamine failed to react at all. Reactions using only the tributylamine as base-solvent demonstrated that DMF is not necessary as a solvent to obtain good yields.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 47, Issue 27, 3 July 2006, Pages 4635-4640
Journal: Tetrahedron Letters - Volume 47, Issue 27, 3 July 2006, Pages 4635-4640
نویسندگان
Bernardo A. Frontana-Uribe, Jürgen Heinze,