A novel one-pot, three-component reaction for the synthesis of isocoumarin-condensed pyrazoles

OZCAN, Sevil
Dengiz, Çağatay
ŞAHİN, Ertan
The one-pot, three-component reaction of substituted homophthalic anhydrides with hydrazine in DMF as solvent and reactant, at reflux temperature, afforded isochromeno[3,4-c]pyrazole-5(2H)-one derivatives in high yields. The mechanism and roles of the substrates were investigated and it was found that cyclic hydrazides were formed as intermediates.


A novel synthesis of 1,2,4-oxadiazoles and isoxazoles
KIVRAK, Arif; Zora, Metin (Elsevier BV, 2014-01-28)
A novel synthesis of 1,2,4-oxadiazoles and isoxazoles is described by utilizing the reactions between amidoximes and alpha,beta-alkynic aldehydes and/or ketones. Conjugate addition products, obtained from amidoximes and alpha,beta-alkynic aldehydes and/or ketones, afford 1,2,4-oxadiazoles and isoxazoles when treated with bases and acids, respectively. 1,2,4-Oxadiazoles can also be synthesized directly from amidoximes and alpha,beta-alkynic aldehydes in a one-pot manner under basic conditions. The reactions ...
Efficient rearrangement of epoxides catalyzed by a mixed-valent iron trifluoroacetate [Fe3O(O2CCF3)(6)(H2O)(3)]
Erturk, Erkan; Gollu, Mehmet; Demir, Ayhan Sıtkı (Elsevier BV, 2010-03-27)
The mixed-valent oxo-centered triiron(III, III, II) trifluoroacetate complex [(Fe2FeO)-Fe-III-O-II(C2CCF3)(6)(H2O)(3)] Was prepared by reacting anhydrous iron(III) chloride with boiling trifluoroaceric acid under nitrogen. The non-hygroscopic and readily available mixed-valent triiron trifluoroacetate complex Was found to be an efficient catalyst for the regioselective rearrangement of epoxides. A number of carbonyl compounds formed via the rearrangement of epoxides could be obtained by a simple filtration ...
Synthesis of various camphor-based chiral pyridine derivatives
Tanyeli, Cihangir; Isik, M (Elsevier BV, 2004-07-19)
(+)-beta-Hydroxymethylenecamphor 1 and enamines 2a-e were transformed into chiral camphor-based pyridine derivatives 3a-e via a tandem condensation reaction in good yields.
New approaches to polysubstituted pyrroles and pyrrolinones from alpha-cyanomethyl-beta-ketoesters
Demir, Ayhan Sıtkı; Emrullahoglu, Mustafa; Ardahan, Gulben (Elsevier BV, 2007-01-08)
In this present paper, we report the efficient, regioselective one-pot synthesis of 5-alkoxy and 5-alkylsulfanylpyrrole-3-carboxylates in high yields via the zinc perchlorate-catalyzed addition of alcohols and thiols to the nitrile carbon of alpha-cyanornethyl-beta-ketoesters followed by annulation. The addition-annulation process is undertaken in aqueous solution to give 4,5-dihydro-5-oxo-1H-pyrrole-beta-carboxylates (pyrrolinones) in good yields. These 4,5-dihydro-5-oxo-1H-pyrrole-3-carboxylates are also ...
One-pot synthesis of N-substituted 2-methyl-4,5,6,7-tetrahydroindole derivatives
Tanyeli, Cihangir; Yazicioglu, EY (Elsevier BV, 2004-12-20)
We describe the preliminary results of one-pot syntheses of various N-substituted 2-methyl-4,5,6,7-tetrahydroindole derivatives from 2-(2-bromoailyl)cyclohexanone and the corresponding primary amines in good yields. Aliphatic amines were directly converted to tetrahydroindoles, whereas aromatic amines needed an extra base treatment step to complete the transformation.
Citation Formats
S. OZCAN, Ç. Dengiz, M. K. DELIOMEROGLU, E. ŞAHİN, and M. BALCI, “A novel one-pot, three-component reaction for the synthesis of isocoumarin-condensed pyrazoles,” TETRAHEDRON LETTERS, pp. 1495–1497, 2011, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/36317.