{"id":{"repo_id":"mit","oai_identifier":"oai:dspace.mit.edu:1721.1/122449"},"canonical_url":"https://search.dev.ndltd.org/etd/mit/oai:dspace.mit.edu:1721.1/122449","repository":{"repo_id":"mit","name":"MIT","base_url":"https://dspace.mit.edu/oai/request"},"display":{"title":"Methodology for the syntheses of pharmaceutically significant functional groups","abstract":"Though pharmaceutical small molecules span a wide range of structures and functions, several common features emerge upon analysis. For example, many medicinal compounds contain combinations of nitrogen-containing heterocycles, polar functional groups such as fluorides or sulfoximines, and stereoisomers that are vital to their bioactivity. As a result, new methods to synthesize these important functional groups are continually in demand. Three main methods to synthesize common pharmacophores are discussed herein: the selective benzylic fluorinations of azaheterocycles via a nitrogen-fluorine halogen bond, the synthesis of sulfoxides and sulfenamides from highly reactive and unstable chloramine in continuous-flow, and partial translation of the process route to enantiopure (S)-naproxen from batch chemistry to continuous-flow.","abstract_html":"Though pharmaceutical small molecules span a wide range of structures and functions, several common features emerge upon analysis. For example, many medicinal compounds contain combinations of nitrogen-containing heterocycles, polar functional groups such as fluorides or sulfoximines, and stereoisomers that are vital to their bioactivity. As a result, new methods to synthesize these important functional groups are continually in demand. Three main methods to synthesize common pharmacophores are discussed herein: the selective benzylic fluorinations of azaheterocycles via a nitrogen-fluorine halogen bond, the synthesis of sulfoxides and sulfenamides from highly reactive and unstable chloramine in continuous-flow, and partial translation of the process route to enantiopure (S)-naproxen from batch chemistry to continuous-flow.","abstract_has_math":false,"creators":["Danahy, Kelley E."],"institution":"Massachusetts Institute of Technology","degree_name":"Doctoral","degree_level":null,"degree_discipline":null,"degree_department":"Massachusetts Institute of Technology. Department of Chemistry","school":null,"contributors":[],"advisors":["Timothy F. Jamison."],"committee_chairs":[],"committee_members":[],"year":2019,"date_issued":"2019","date_published":"2019","updated_at":"2026-07-22T22:21:35Z","subjects":["Chemistry."],"languages":["eng"],"rights":["MIT theses are protected by copyright. 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For example, many medicinal compounds contain combinations of nitrogen-containing heterocycles, polar functional groups such as fluorides or sulfoximines, and stereoisomers that are vital to their bioactivity. As a result, new methods to synthesize these important functional groups are continually in demand. Three main methods to synthesize common pharmacophores are discussed herein: the selective benzylic fluorinations of azaheterocycles via a nitrogen-fluorine halogen bond, the synthesis of sulfoxides and sulfenamides from highly reactive and unstable chloramine in continuous-flow, and partial translation of the process route to enantiopure (S)-naproxen from batch chemistry to continuous-flow."]},{"key":"dc:description.degree","label":"Dc Description Degree","values":["Ph. D."]},{"key":"dc:title","label":"Title","values":["Methodology for the syntheses of pharmaceutically significant functional groups"]}]}],"canonical_facts":{"dc:contributor.advisor":["Timothy F. Jamison."],"dc:contributor.department":["Massachusetts Institute of Technology. Department of Chemistry","Chem"],"dc:contributor.other":["Massachusetts Institute of Technology. Department of Chemistry."],"dc:creator":["Danahy, Kelley E."],"dc:date.accessioned":["2019-10-04T21:35:15Z"],"dc:date.available":["2019-10-04T21:35:15Z"],"dc:date.issued":["2019"],"dc:description":["Thesis: Ph. D., Massachusetts Institute of Technology, Department of Chemistry, 2019","Cataloged from PDF version of thesis.","Includes bibliographical references."],"dc:description.abstract":["Though pharmaceutical small molecules span a wide range of structures and functions, several common features emerge upon analysis. For example, many medicinal compounds contain combinations of nitrogen-containing heterocycles, polar functional groups such as fluorides or sulfoximines, and stereoisomers that are vital to their bioactivity. As a result, new methods to synthesize these important functional groups are continually in demand. Three main methods to synthesize common pharmacophores are discussed herein: the selective benzylic fluorinations of azaheterocycles via a nitrogen-fluorine halogen bond, the synthesis of sulfoxides and sulfenamides from highly reactive and unstable chloramine in continuous-flow, and partial translation of the process route to enantiopure (S)-naproxen from batch chemistry to continuous-flow."],"dc:description.degree":["Ph. D."],"dc:identifier.uri":["https://hdl.handle.net/1721.1/122449"],"dc:language.iso":["eng"],"dc:publisher":["Massachusetts Institute of Technology"],"dc:rights":["MIT theses are protected by copyright. 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