rdf-syntax-grammar
mods:
  schema location: http://www.loc.gov/mods/v3 http://www.loc.gov/standards/mods/v3/mods-3-2.xsd
  title info:
    title: N-hydroxypyridine-2-thione derivatives and N-phenylthioamides as amidyl radical precursors
  name:
    name part: Esker, John Lawrence
    name part: 1966-
    role:
      role term: creator
  name:
    name part: Harding, Kenn E.
    role:
      role term: degree supervisor.
  name:
    name part: Newcomb, Martin E.
    role:
      role term: degree supervisor.
  name:
    name part: Fitzpatrick, Paul
    role:
      role term: degree committee member.
  name:
    name part: Kelly, Jeffery W.
    role:
      role term: degree committee member.
  name:
    name part: Singleton, Daniel
    role:
      role term: degree committee member.
  name:
    name part: Texas A & M University
    role:
      role term: degree granting institution.
  type of resource: text
  genre: bibliography
  genre: Academic theses
  origin info:
    place:
      place term: xx
    date issued: 1992
    issuance: monographic
  language:
    language term: eng
  physical description:
    form: print
    extent: viii, 119 leaves : illustrations ; 28 cm
  abstract: Three new amidyl radical precursors were developed; PTOC imidate esters, N-acyl PTOC carbamates, and N-phenylthioamides. Amidyl radical generation from PTOC imidate esters and from N-acyl PTOC carbamates utilized the photo-lability of the N-hydroxypyridine-2-thione group to initiate the radical chain reactions. Reaction of N-phenylthioamides with tributyltin hydride resulted in the radical chain reactions of amidyl radicals which are generated by cleavage of the weak N-S bond by thiophilic stannyl radicals. The scope and utility of these radical precursors as means of generating amidyl radicals and conducting subsequent addition reactions with alkenes was examined. Efficient 5-exo cyclization with alkenes on the N-acyl and N-alkyl side chains were demonstrated. Some relative rate constants for reactions of amidyl radicals were determined from competition studies. In reactions of the PTOC derivatives employing additional radical trapping agents, trapping of the carbon centered radicals which resulted from cyclization of amidyl radicals was possible to synthesize a variety of substituted pyrrolidinones and pyrrolidine amides. Through the use of these new and facile methods for radical generation, reactions utilizing amidyl radicals may be useful for the synthesis of nitrogen heterocycles.
  note: Vita.
  note: "Major subject: Chemistry."
  note: Includes bibliographical references.
  note: Ph. D. Texas A & M University 1992
  subject:
    topic: Nitrogen compounds
    topic: Synthesis
  subject:
    topic: Free radicals (Chemistry)
  subject:
    topic: Alkaloids
    topic: Structure
  subject:
    topic: Heterocyclic compounds
    topic: Synthesis
  subject:
    topic: Hydroxypyridines
  subject:
    topic: Major chemistry
  identifier: http://proxy.library.tamu.edu/login
  related item:
    location:
      url: http://proxy.library.tamu.edu/login
  record info:
    record content source: TXA
    record creation date: 940629
    record change date: 20200904152617.0
    record identifier: in00001180733
    language of cataloging:
      language term: eng