Show/Hide Menu
Hide/Show Apps
Logout
Türkçe
Türkçe
Search
Search
Login
Login
OpenMETU
OpenMETU
About
About
Open Science Policy
Open Science Policy
Open Access Guideline
Open Access Guideline
Postgraduate Thesis Guideline
Postgraduate Thesis Guideline
Communities & Collections
Communities & Collections
Help
Help
Frequently Asked Questions
Frequently Asked Questions
Guides
Guides
Thesis submission
Thesis submission
MS without thesis term project submission
MS without thesis term project submission
Publication submission with DOI
Publication submission with DOI
Publication submission
Publication submission
Supporting Information
Supporting Information
General Information
General Information
Copyright, Embargo and License
Copyright, Embargo and License
Contact us
Contact us
One-pot synthesis of 4-(phenylselanyl)-substituted pyrazoles
Date
2016-03-02
Author
Zora, Metin
KIVRAK, Arif
Kelgokmen, YILMAZ
Metadata
Show full item record
This work is licensed under a
Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
.
Item Usage Stats
187
views
0
downloads
Cite This
A facile, one-pot, general synthetic method for the preparation of 4-(phenylselanyl)pyrazoles is described. When reacted with hydrazines, alpha,beta-alkynic aldehydes produced in situ alpha,beta-alkynic hydrazones, which, upon treatment with phenylselenyl chloride, undergo cyclization to afford 4-(phenylselanyl)pyrazoles in good to high yields. This cyclization has been found to be general for a variety of in situ generated alpha,beta-alkynic hydrazones and exhibits good tolerance to a broad range of substituents, including electron-donating and electron-withdrawing groups. The enrichment of the pyrazole core with a selenyl moiety as well as with aryl and/or ferrocenyl groups may offer potential for the synthesis of molecules with pronounced or distinct biological activities.
Subject Keywords
Organic Chemistry
,
Biochemistry
,
Drug Discovery
URI
https://hdl.handle.net/11511/42758
Journal
TETRAHEDRON LETTERS
DOI
https://doi.org/10.1016/j.tetlet.2016.01.071
Collections
Department of Chemistry, Article
Suggestions
OpenMETU
Core
One-pot synthesis of iodine-substituted 1,4-oxazepines
Zora, Metin; KELGÖKMEN, YILMAZ (Elsevier BV, 2018-02-28)
A facile one-pot method for the synthesis of iodine-substituted 1,4-oxazepines is reported. When reacted with ZnCl2 and I-2 in DCM at 40 degrees C, N-propargylic beta-enaminones, prepared by the conjugate addition of propargylamine to alpha,beta-alkynic ketones, underwent 7-exo-dig cyclization by zinc chloride and concomitant reaction with molecular iodine to afford 2-(iodomethylene)-2,3-dihydro-1,4-oxazepines in good to high yields. This cyclization was found to occur with broad scope of substrates and hig...
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.
A novel one-pot, three-component reaction for the synthesis of isocoumarin-condensed pyrazoles
OZCAN, Sevil; Dengiz, Çağatay; DELIOMEROGLU, Murat K.; ŞAHİN, Ertan; BALCI, METİN (Elsevier BV, 2011-03-30)
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.
One-Pot Synthesis of Spiro-2H-pyrroles fromN-Propargylic beta-Enaminones
KARADENİZ, EDA; Zora, Metin (Georg Thieme Verlag KG, 2019-06-01)
A simple and general one-pot method for the synthesis of spiro-2 H -pyrroles has been developed. Initially, cyclohexane-embedded -enaminones with internal alkyne functionality were synthesized by conjugate addition of 1-ethynylcyclohexylamine to ,-alkynic ketones, followed by palladium-catalyzed coupling of the resulting N -propargylic -enaminones with aryl iodides. When subjected to basic conditions, the cyclohexane-embedded -enaminones with internal alkyne functionality underwent tandem nucleophilic cycli...
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 ...
Citation Formats
IEEE
ACM
APA
CHICAGO
MLA
BibTeX
M. Zora, A. KIVRAK, and Y. Kelgokmen, “One-pot synthesis of 4-(phenylselanyl)-substituted pyrazoles,”
TETRAHEDRON LETTERS
, pp. 993–997, 2016, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/42758.