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West Virginia University
A base modulated synthesis of indoles and quinolines, an expedient synthesis of salviadione, and chemoselective couplings en route to indoles and pyrroloindoles
Abstract
dc:description.abstractPalladium-catalyzed reductive N-heteroannulation of ortho-nitrostyrenes has become a synthetically useful method for the construction of indoles and indole-based heterocycles. Soderberg's elaboration of this methodology has been utilized in the synthesis of indoles and quinolines from a common precursor. The same protocol has also been employed in the synthesis of the indole alkaloid Salviadione. A systematic investigation of chemoselectivity in Kosugi-Migita-Stille coupling reactions provided the basis for the synthesis of isomeric pyrroloindoles through palladium-catalyzed reductive double N-heteroannulation of dinitro-dialkenyl benzenes.
Degree
thesis:*- Name thesis:degree_name
- PhD
- Level thesis:degree_level
- Dissertation
- Discipline thesis:degree_discipline
- Chemistry
- Year dc:date.available
- 2013
Author and committee
dc:creator, dc:contributor.*- Author dc:creator
-
- Cummings, Matthew Marshall
- Contributors dc:contributor
-
- Bjorn C. G. Soderberg
- Robert K. Griffith
- John H. Penn
- Jeffrey L. Petersen
- Kung K. Wang
Subjects
dc:subject × 1Identifiers
dc:identifier.*- Identifier
- https://researchrepository.wvu.edu/etd/388
- OAI identifier oai:identifier
- oai:researchrepository.wvu.edu:etd-1391