Synthesis and Characterization of some Heterocyclic Derivatives by Cyclization of Carbohydrate Thiosemicarbazones. Part I
We report the synthesis of 2,3-dihydro-1,3,4-thiadiazoles and 1,3,4-thiadiazoles from 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose thiosemicarbazone. The physical and spectroscopic characterizations of the heterocyclic derivatives as well as the intermediate product are descri...
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todo:paper_0022152X_v34_n5_p1415_MartinsAlho2023-10-03T14:27:43Z Synthesis and Characterization of some Heterocyclic Derivatives by Cyclization of Carbohydrate Thiosemicarbazones. Part I Martins Alho, M.A. D'Accorso, N.B. We report the synthesis of 2,3-dihydro-1,3,4-thiadiazoles and 1,3,4-thiadiazoles from 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose thiosemicarbazone. The physical and spectroscopic characterizations of the heterocyclic derivatives as well as the intermediate product are described. We present the prefered conformation in solution using computational calculations and spectroscopic data. The possibilities of chiral induction of the cyclization reaction are discussed. 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_0022152X_v34_n5_p1415_MartinsAlho |
institution |
Universidad de Buenos Aires |
institution_str |
I-28 |
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R-134 |
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
description |
We report the synthesis of 2,3-dihydro-1,3,4-thiadiazoles and 1,3,4-thiadiazoles from 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose thiosemicarbazone. The physical and spectroscopic characterizations of the heterocyclic derivatives as well as the intermediate product are described. We present the prefered conformation in solution using computational calculations and spectroscopic data. The possibilities of chiral induction of the cyclization reaction are discussed. |
format |
JOUR |
author |
Martins Alho, M.A. D'Accorso, N.B. |
spellingShingle |
Martins Alho, M.A. D'Accorso, N.B. Synthesis and Characterization of some Heterocyclic Derivatives by Cyclization of Carbohydrate Thiosemicarbazones. Part I |
author_facet |
Martins Alho, M.A. D'Accorso, N.B. |
author_sort |
Martins Alho, M.A. |
title |
Synthesis and Characterization of some Heterocyclic Derivatives by Cyclization of Carbohydrate Thiosemicarbazones. Part I |
title_short |
Synthesis and Characterization of some Heterocyclic Derivatives by Cyclization of Carbohydrate Thiosemicarbazones. Part I |
title_full |
Synthesis and Characterization of some Heterocyclic Derivatives by Cyclization of Carbohydrate Thiosemicarbazones. Part I |
title_fullStr |
Synthesis and Characterization of some Heterocyclic Derivatives by Cyclization of Carbohydrate Thiosemicarbazones. Part I |
title_full_unstemmed |
Synthesis and Characterization of some Heterocyclic Derivatives by Cyclization of Carbohydrate Thiosemicarbazones. Part I |
title_sort |
synthesis and characterization of some heterocyclic derivatives by cyclization of carbohydrate thiosemicarbazones. part i |
url |
http://hdl.handle.net/20.500.12110/paper_0022152X_v34_n5_p1415_MartinsAlho |
work_keys_str_mv |
AT martinsalhoma synthesisandcharacterizationofsomeheterocyclicderivativesbycyclizationofcarbohydratethiosemicarbazonesparti AT daccorsonb synthesisandcharacterizationofsomeheterocyclicderivativesbycyclizationofcarbohydratethiosemicarbazonesparti |
_version_ |
1807323401710206976 |