دورية
Reaction Between Alkyl Isocyanides and Cyclic 1,3-Diketones: A Convenient Synthesis of Functionalized 4 H-Pyrans
| العنوان: | Reaction Between Alkyl Isocyanides and Cyclic 1,3-Diketones: A Convenient Synthesis of Functionalized 4 H-Pyrans |
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| المؤلفون: | Maghsoodlou, Malek T., Yavari, Issa, Nassiri, Farough, Djahaniani, Hoorieh, Razmjoo, Zahra |
| المصدر: | Monatshefte für Chemie / Chemical Monthly; 20031201, Vol. 134 Issue: 12 p1585-1591, 7p |
| مستخلص: | Summary. Alkyl isocyanides react with dialkyl acetylendicarboxylates in the presence of CH-acids such as cyclopentane-1,3-dione, cyclohexane-1,3-dione, or 5,5-dimethylcyclohexane-1,3-dione to afford highly functionalized 4 H-pyrans in fairly high yields. In the case of reaction between dimethyl acetylenedicarboxylate and 5,5-dimethylcyclohexane-1,3-dione in the presence of cyclohexyl isocyanide or benzyl isocyanide tetrahydro-cyclopenta[ b]pyran derivatives were isolated in addition to the 4 H-pyran system. The free energy barrier (96.9?kJ?mol -1) for restricted rotation around the polarized double bond of the enaminone moiety in dimethyl 2-[cyclohexylamino-(4,4-dimethyl-2,6-dioxocyclohexylidene)methyl]but-2-enedioate was determined by dynamic NMR spectroscopy. |
| قاعدة البيانات: | Supplemental Index |
Find this article in full text from Springer Verlag. 
Full Text Finder | تدمد: | 00269247 14344475 |
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| DOI: | 10.1007/s00706-003-0062-9 |