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Synthesis of 2,4,5-trisubstituted pyridines from N-propargylic beta-enaminones
Date
2018-08-19
Author
Zora, Metin
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https://hdl.handle.net/11511/53043
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Department of Chemistry, Conference / Seminar
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Synthesis of 2,4,5-trisubstituted pyridines from N-propargylic β-enaminones
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Synthesis of spiro-containing 1,4-oxazepines from N-propargylic beta-enaminones
Karadeniz, Eda; Kelgökmen, Yılmaz; Zora, Metin (2018-03-18)
An efficient and general method for the synthesis of spiro‐1,4‐oxazepines and 3,3‐dimethyl‐1,4‐oxazepines is reported. When treated with ZnI2 and AgSbF6 in refluxing DCE, cyclohexane‐embedded N‐propargylic β‐enaminones underwent 7‐exo‐dig cyclization to afford spiro‐1,4‐oxazepines, specifically 12‐methylene‐11‐oxa‐7‐azaspiro[5.6]dodeca‐7,9‐dienes, in good to high yields. Accordingly, N‐(1,1‐dimethyl)propargylic β‐enaminones produced 3,3‐dimethyl‐1,4‐oxazepines. Cyclization was found to be general for a dive...
Synthesis of 2,3-disubstituted thiophenes from ketoalkynes
Vatansever, Erol Can; Balcı, Metin; Department of Chemistry (2013)
Synthesis of thiophene containing compounds are of particular interest in synthetic organic chemistry. Besides the importance for synthetic organic chemistry, thiophene derivatives are used in applied research such as drug synthesis and study of functional materials. In this thesis, a new methodology for developing of 2,3-disubstituted thiophenes was developed. This methodology utilizes readily available compounds in a two-step synthesis to provide a facile access to the 2,3-disubstituted thiophenes. In the...
Synthesis of 3-[(4-Nitrophenyl)thio]-Substituted 4-Methylene-1-pyrrolines from N-Propargylic beta-Enaminones
Korkmaz, Esra; Zora, Metin (American Chemical Society (ACS), 2020-04-03)
A facile and efficient method for the synthesis of 3-[(4-nitrophenyl)thio]-substituted 4-methylene-1-pyrrolines is described. When treated with 4-nitrobenzenesulfenyl chloride in refluxing acetonitrile, N-propargylic beta-enaminones produced alpha-sulfenylated N-propargylic beta-enaminones, which, in the presence of sodium hydride or cesium carbonate, underwent nucleophilic cyclization to afford 4-methylene-3-[(4-nitrophenyl)thio]-1-pyrrolines in good to high yields. It was shown for the first time that on ...
Synthesis of pyridines via electrophilic cyclization of N-propargylic beta-enaminones
Zora, Metin (2012-03-25)
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M. Zora, “Synthesis of 2,4,5-trisubstituted pyridines from N-propargylic beta-enaminones,” 2018, vol. 256, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/53043.