Behavior of free sugar thiosemicarbazones toward heterocyclization reactions
The heterocyclization reaction on thiosemicarbazones having the D-galacto, D-gluco and D-manno configuration was studied. We applied two different acetylating conditions, and the reaction products obtained were identified, spectroscopically characterized, and conformationally analyzed. Using experim...
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todo:paper_00086215_v328_n4_p481_MartinsAlho2023-10-03T14:06:56Z Behavior of free sugar thiosemicarbazones toward heterocyclization reactions Martins Alho, M.A. D'Accorso, N.B. Acetylation Heterocyclization pH influence Sugar thiadiazolines Sugar thiosemicarbazones carbohydrate derivative thiosemicarbazone derivative acetylation article cyclization pH priority journal reaction analysis reaction time structure activity relation structure analysis Acetylation Antitubercular Agents Carbon Isotopes Heterocyclic Compounds Magnetic Resonance Spectroscopy Molecular Conformation Protons Stereoisomerism Support, Non-U.S. Gov't Thiosemicarbazones The heterocyclization reaction on thiosemicarbazones having the D-galacto, D-gluco and D-manno configuration was studied. We applied two different acetylating conditions, and the reaction products obtained were identified, spectroscopically characterized, and conformationally analyzed. Using experimental data, we discuss a possible mechanistic pathway for heterocyclization and evaluate the influence of several factors, including starting material configuration, pH of reaction medium, and reaction time. (C) 2000 Elsevier Science Ltd. Fil:Martins Alho, M.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:D'Accorso, N.B. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00086215_v328_n4_p481_MartinsAlho |
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Universidad de Buenos Aires |
institution_str |
I-28 |
repository_str |
R-134 |
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
Acetylation Heterocyclization pH influence Sugar thiadiazolines Sugar thiosemicarbazones carbohydrate derivative thiosemicarbazone derivative acetylation article cyclization pH priority journal reaction analysis reaction time structure activity relation structure analysis Acetylation Antitubercular Agents Carbon Isotopes Heterocyclic Compounds Magnetic Resonance Spectroscopy Molecular Conformation Protons Stereoisomerism Support, Non-U.S. Gov't Thiosemicarbazones |
spellingShingle |
Acetylation Heterocyclization pH influence Sugar thiadiazolines Sugar thiosemicarbazones carbohydrate derivative thiosemicarbazone derivative acetylation article cyclization pH priority journal reaction analysis reaction time structure activity relation structure analysis Acetylation Antitubercular Agents Carbon Isotopes Heterocyclic Compounds Magnetic Resonance Spectroscopy Molecular Conformation Protons Stereoisomerism Support, Non-U.S. Gov't Thiosemicarbazones Martins Alho, M.A. D'Accorso, N.B. Behavior of free sugar thiosemicarbazones toward heterocyclization reactions |
topic_facet |
Acetylation Heterocyclization pH influence Sugar thiadiazolines Sugar thiosemicarbazones carbohydrate derivative thiosemicarbazone derivative acetylation article cyclization pH priority journal reaction analysis reaction time structure activity relation structure analysis Acetylation Antitubercular Agents Carbon Isotopes Heterocyclic Compounds Magnetic Resonance Spectroscopy Molecular Conformation Protons Stereoisomerism Support, Non-U.S. Gov't Thiosemicarbazones |
description |
The heterocyclization reaction on thiosemicarbazones having the D-galacto, D-gluco and D-manno configuration was studied. We applied two different acetylating conditions, and the reaction products obtained were identified, spectroscopically characterized, and conformationally analyzed. Using experimental data, we discuss a possible mechanistic pathway for heterocyclization and evaluate the influence of several factors, including starting material configuration, pH of reaction medium, and reaction time. (C) 2000 Elsevier Science Ltd. |
format |
JOUR |
author |
Martins Alho, M.A. D'Accorso, N.B. |
author_facet |
Martins Alho, M.A. D'Accorso, N.B. |
author_sort |
Martins Alho, M.A. |
title |
Behavior of free sugar thiosemicarbazones toward heterocyclization reactions |
title_short |
Behavior of free sugar thiosemicarbazones toward heterocyclization reactions |
title_full |
Behavior of free sugar thiosemicarbazones toward heterocyclization reactions |
title_fullStr |
Behavior of free sugar thiosemicarbazones toward heterocyclization reactions |
title_full_unstemmed |
Behavior of free sugar thiosemicarbazones toward heterocyclization reactions |
title_sort |
behavior of free sugar thiosemicarbazones toward heterocyclization reactions |
url |
http://hdl.handle.net/20.500.12110/paper_00086215_v328_n4_p481_MartinsAlho |
work_keys_str_mv |
AT martinsalhoma behavioroffreesugarthiosemicarbazonestowardheterocyclizationreactions AT daccorsonb behavioroffreesugarthiosemicarbazonestowardheterocyclizationreactions |
_version_ |
1807317394198102016 |