The Musacchio group has developed a method for formal hydride abstraction utilizing photoredox catalysis to couple hydrogen atom transfer (HAT) and radical polar crossover (RPC). This method generates a reactive carbocation that can then be coupled with a variety of nucleophiles. Herein, a method for the diazolation of 3-bromotetrahydrofuran is reported. This 1,2-difunctionalization is hypothesized to proceed via a reactive halonium ion intermediate and allows for a dramatic increase in structural density in one step.

• This report represents the work of one or more WPI undergraduate students submitted to the faculty as evidence of completion of a degree requirement. WPI routinely publishes these reports on its website without editorial or peer review.

Creator

• Resmini, Matthew

Publisher

• Worcester Polytechnic Institute

Identifier

• E-project-042524-103745
• 121663

Mot-clé

• Radical polar crossover
• Photoredox Catalysis
• Synthetic organic chemistry
• Hydrogen atom transfer

Advisor

• Musacchio, Patricia Z.

Year

• 2024

Date created

• 2024-04-25

Resource type

• Major Qualifying Project

Major

• Chemistry

Source

• E-project-042524-103745

Rights statement

• In Copyright

Dernière modification

• 2024-05-22