Sulfones: A New Functional Group for Modular Radical Cross-Coupling

Rohan R. Merchant, Jacob T. Edwards, Tian Qin, Monika M. Kruszyk, Cheng Bi, Guanda Che, Deng Hui Bao, Wenhua Qiao, Lijie Sun, Michael R. Collins, Gary M. Gallego, James J. Mousseau, Philippe Nuhant, Phil S. Baran

Research output: Contribution to journalArticlepeer-review

Abstract

Cross-coupling chemistry comprises the vast majority of reactions employed in the synthesis of medicines, agrochemicals, and other functional materials. The interest in single-electron-induced coupling chemistry stems from the unique ability of these methods to facilitate the formation of challenging C(sp2)–C(sp3) linkages. This work introduces a new functional group, PT sulfones, for radical cross-coupling, enabling the simplified modular assembly of complex structures in an ordered, practical fashion. The scope of this method is extensively explored, and its strategic application is exemplified through the streamlined preparation of medicinally-oriented fluorine-containing scaffolds that previously required multiple steps, toxic reagents, and non-modular retrosynthetic blueprints. This work has also resulted in the development of five reagents for the rapid assembly of a vast set of structures, many of which contain challenging fluorination patterns.

Original languageEnglish (US)
JournalUnknown Journal
DOIs
StatePublished - Dec 19 2017
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Materials Science(all)

Fingerprint Dive into the research topics of 'Sulfones: A New Functional Group for Modular Radical Cross-Coupling'. Together they form a unique fingerprint.

Cite this