دورية أكاديمية

Exploring the Chemistry of Furans: Synthesis of Functionalized Bis(furan-2-yl)methanes and 1,6-Dihydropyridazines.

التفاصيل البيبلوغرافية
العنوان: Exploring the Chemistry of Furans: Synthesis of Functionalized Bis(furan-2-yl)methanes and 1,6-Dihydropyridazines.
المؤلفون: Lopes, Susana M. M.1, Henriques, Marta S. C.2, Paixão, José A.2, Pinho e Melo, Teresa M. V. D.1 tmelo@ci.uc.pt
المصدر: European Journal of Organic Chemistry. Oct2015, Vol. 2015 Issue 28, p6146-6151. 6p.
مصطلحات موضوعية: *PROPANE, *FURANS synthesis, *METHANE synthesis, *OXIMES, *PYRIDAZINES
مستخلص: The reactivity of 2,2-bis(furan-2-yl)propane towards nitroso- and azoalkenes was explored. The expected hetero-Diels-Alder adducts, 4a,7a-dihydro-4 H-furo[2,3- e][1,2]oxazines and 4a,7a-dihydrofuro[3,2- c]pyridazines, were obtained in good yield. The furo-oxazines were easily converted into the corresponding bis(furan-2-yl)methanes bearing an open-chain oxime. Interestingly, the synthesized furo-pyridazines showed a different chemical behavior. In the presence of HCl, they underwent a rearrangement giving 6-(2-oxobutyl)-1,6-dihydropyridazine derivatives in a process having as its key step a furan ring-opening reaction. The synthesis of 4a,7a-dihydrofuro[3,2- c]pyridazines from 2-methylfuran and the subsequent acid-catalysed rearrangement to the corresponding 6-(2-oxopropyl)-1,6-dihydropyridazines was also achieved. [ABSTRACT FROM AUTHOR]
قاعدة البيانات: Academic Search Index
الوصف
تدمد:1434193X
DOI:10.1002/ejoc.201500878