Decarboxylative Transformations Facilitated via Intermolecular Halogen Transposition using gem-Bromonitroalkanes

Carboxylic acids offer a sustainable alternative to fossil-fuel derived feedstocks. These shelf-stable and highly abundant substrates can be sourced from renewable biological sources in the form of amino acids, fatty acids, and sugar acids. In addition to being readily available, their facile activation via decarboxylation delivers value-added chemicals in a cost effective and eco-friendly manner. In this context, photoredox-catalyzed elimination and cross-coupling methodologies were developed via merger of decarboxylation with intermolecular halogen transposition using gem-bromonitroalkanes. A systematic investigation of this novel synthetic framework enabled mild, green, and efficient conversion of carboxylic acids into electron-deficient styrenes, enamides, and β-nitroamines.

Name thesis:degree_name

Ph.D.

Discipline thesis:degree_discipline

Chemistry

Grantor dc:publisher

University of Kansas

Year dc:date.issued

2026

Author dc:creator

• Brar, Deshkanwar Singh

Advisor dc:contributor.advisor

• Tunge, Jon A.

• Decarboxylation
• Free-Radicals
• Halogen-Atom Transfer
• Photoredox Catalysis

Language dc:language.iso

en

Dc Identifier Other

https://www.proquest.com/LegacyDocView/DISSNUM/32404907

OAI identifier oai:identifier

oai:kuscholarworks.ku.edu:1808/36619