Investigation of new synthetic reactions: the synthesis of hydrazines via the Aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures

Investigation of new synthetic reactions: the synthesis of hydrazines via the Aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures

This thesis explores three rare synthetic routes: the synthesis of hydrazines via the aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures. The aza-Lossen reaction was found to be ideal at “infinite dilution” conditi...

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Bibliographic Details
Main Author: Mojica, Mike
Other Authors: Eckert, Charles A.
Format: Others
Language:en_US
Published: Georgia Institute of Technology 2014
Subjects:
Organic chemistry
Hydrazine Synthesis
Azides Synthesis
Organic compounds Synthesis
Online Access:http://hdl.handle.net/1853/51791
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spelling ndltd-GATECH-oai-smartech.gatech.edu-1853-517912014-09-12T03:33:39ZInvestigation of new synthetic reactions: the synthesis of hydrazines via the Aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperaturesMojica, MikeOrganic chemistryHydrazine SynthesisAzides SynthesisOrganic compounds SynthesisThis thesis explores three rare synthetic routes: the synthesis of hydrazines via the aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures. The aza-Lossen reaction was found to be ideal at “infinite dilution” conditions and could be performed with both aryl and alkyl example. Carbamoyl azides could be synthesized in high yields from both aryl and alkyl amines. The carbamoyl azide reaction was found to be much more efficient with Cs (+1) present. Lastly, water at elevated temperatures conditions was efficient at removing various amine and hydroxyl protecting groups.Georgia Institute of TechnologyEckert, Charles A.Liotta, Charles L.2014-05-22T15:20:57Z2014-05-22T15:20:57Z2014-052014-01-07May 20142014-05-22T15:20:58ZDissertationapplication/pdfhttp://hdl.handle.net/1853/51791en_US
collection NDLTD
language en_US
format Others
sources NDLTD
topic Organic chemistry
Hydrazine Synthesis
Azides Synthesis
Organic compounds Synthesis
spellingShingle Organic chemistry
Hydrazine Synthesis
Azides Synthesis
Organic compounds Synthesis
Mojica, Mike
Investigation of new synthetic reactions: the synthesis of hydrazines via the Aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures
description This thesis explores three rare synthetic routes: the synthesis of hydrazines via the aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures. The aza-Lossen reaction was found to be ideal at “infinite dilution” conditions and could be performed with both aryl and alkyl example. Carbamoyl azides could be synthesized in high yields from both aryl and alkyl amines. The carbamoyl azide reaction was found to be much more efficient with Cs (+1) present. Lastly, water at elevated temperatures conditions was efficient at removing various amine and hydroxyl protecting groups.
author2 Eckert, Charles A.
author_facet Eckert, Charles A.
Mojica, Mike
author Mojica, Mike
author_sort Mojica, Mike
title Investigation of new synthetic reactions: the synthesis of hydrazines via the Aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures
title_short Investigation of new synthetic reactions: the synthesis of hydrazines via the Aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures
title_full Investigation of new synthetic reactions: the synthesis of hydrazines via the Aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures
title_fullStr Investigation of new synthetic reactions: the synthesis of hydrazines via the Aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures
title_full_unstemmed Investigation of new synthetic reactions: the synthesis of hydrazines via the Aza-Lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures
title_sort investigation of new synthetic reactions: the synthesis of hydrazines via the aza-lossen rearrangement, the synthesis of carbamoyl azides from amines, and deprotection reactions using water at elevated temperatures
publisher Georgia Institute of Technology
publishDate 2014
url http://hdl.handle.net/1853/51791
work_keys_str_mv AT mojicamike investigationofnewsyntheticreactionsthesynthesisofhydrazinesviatheazalossenrearrangementthesynthesisofcarbamoylazidesfromaminesanddeprotectionreactionsusingwateratelevatedtemperatures
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