{"id":{"repo_id":"wvu","oai_identifier":"oai:researchrepository.wvu.edu:etd-2447"},"canonical_url":"https://search.dev.ndltd.org/etd/wvu/oai:researchrepository.wvu.edu:etd-2447","repository":{"repo_id":"wvu","name":"West Virginia University","base_url":"https://researchrepository.wvu.edu/do/oai/"},"display":{"title":"Synthesis of benzocarbazoles, indoloquinolines and indolonaphthridines from thermolysis of benzoenynyl ketenimines and carbodiimides","abstract":"The development of a general route to the N-[2-(1-alkynyl)phenyl]ketenimines (enyne-ketenimines) and N-[2-(1-alkynyl)phenyl]carbodiimides (enyne-carbodiimides) and their subsequent thermal behavior are described. Like enyne-allene and enyne-ketene systems, these enyne-hetereocumulenes undergo cycloaromatization through two competing biradical mechanisms under thermal conditions and therefore could serve as potential DNA cleaving agents. The resultant nitrogen-containing hetereocyclic compounds are also biologically interesting. The research described herein provides a easy access to the synthesis of benzo[b]carbazole, indoloquinoline and indolonaphthyridine alkaloids. In addition, the new synthetic strategies for these compounds are very versatile, providing access to a diverse array of analogs of these alkaloids.","abstract_html":"The development of a general route to the N-[2-(1-alkynyl)phenyl]ketenimines (enyne-ketenimines) and N-[2-(1-alkynyl)phenyl]carbodiimides (enyne-carbodiimides) and their subsequent thermal behavior are described. Like enyne-allene and enyne-ketene systems, these enyne-hetereocumulenes undergo cycloaromatization through two competing biradical mechanisms under thermal conditions and therefore could serve as potential DNA cleaving agents. The resultant nitrogen-containing hetereocyclic compounds are also biologically interesting. The research described herein provides a easy access to the synthesis of benzo[b]carbazole, indoloquinoline and indolonaphthyridine alkaloids. In addition, the new synthetic strategies for these compounds are very versatile, providing access to a diverse array of analogs of these alkaloids.","abstract_has_math":false,"creators":["Shi, Chongsheng"],"institution":null,"degree_name":"PhD","degree_level":"Dissertation","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":["Kung K. Wang."],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2001,"date_issued":"2001-12-01T08:00:00Z","date_published":"2001-12-01T08:00:00Z","updated_at":"2026-07-24T06:15:47Z","subjects":["Organic chemistry"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["https://researchrepository.wvu.edu/etd/1444"],"render_values":[{"text":"https://researchrepository.wvu.edu/etd/1444","href":"https://researchrepository.wvu.edu/etd/1444","code":true}]}]},"links":{"outbound_url":"https://doi.org/10.33915/etd.1444","outbound_label":"DOI","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Kung K. 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Like enyne-allene and enyne-ketene systems, these enyne-hetereocumulenes undergo cycloaromatization through two competing biradical mechanisms under thermal conditions and therefore could serve as potential DNA cleaving agents. The resultant nitrogen-containing hetereocyclic compounds are also biologically interesting. The research described herein provides a easy access to the synthesis of benzo[b]carbazole, indoloquinoline and indolonaphthyridine alkaloids. In addition, the new synthetic strategies for these compounds are very versatile, providing access to a diverse array of analogs of these alkaloids."]},{"key":"dc:title","label":"Title","values":["Synthesis of benzocarbazoles, indoloquinolines and indolonaphthridines from thermolysis of benzoenynyl ketenimines and carbodiimides"]}]}],"canonical_facts":{"dc:contributor":["Kung K. Wang."],"dc:creator":["Shi, Chongsheng"],"dc:date.available":["2019-01-17T08:00:00Z"],"dc:description.abstract":["The development of a general route to the N-[2-(1-alkynyl)phenyl]ketenimines (enyne-ketenimines) and N-[2-(1-alkynyl)phenyl]carbodiimides (enyne-carbodiimides) and their subsequent thermal behavior are described. Like enyne-allene and enyne-ketene systems, these enyne-hetereocumulenes undergo cycloaromatization through two competing biradical mechanisms under thermal conditions and therefore could serve as potential DNA cleaving agents. The resultant nitrogen-containing hetereocyclic compounds are also biologically interesting. The research described herein provides a easy access to the synthesis of benzo[b]carbazole, indoloquinoline and indolonaphthyridine alkaloids. In addition, the new synthetic strategies for these compounds are very versatile, providing access to a diverse array of analogs of these alkaloids."],"dc:identifier":["https://doi.org/10.33915/etd.1444","https://researchrepository.wvu.edu/etd/1444"],"dc:subject":["Organic chemistry"],"dc:title":["Synthesis of benzocarbazoles, indoloquinolines and indolonaphthridines from thermolysis of benzoenynyl ketenimines and carbodiimides"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Dissertation"],"thesis:degree_name":["PhD"]},"updated_at":"2026-07-24T06:15:47Z"}