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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Autores principales: Martins Alho, M.A., D'Accorso, N.B.
Formato: JOUR
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pH
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00086215_v328_n4_p481_MartinsAlho
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spelling 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
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection 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