Electrochemical Benzylic C(sp 3 )-H Direct Amidation.
- Resource Type
- Academic Journal
- Authors
- Choi A; School of Chemistry, University of Bristol, Bristol BS8 1TS, U.K.; Goodrich OH; School of Chemistry, University of Nottingham, Nottingham NG7 2RD, U.K.; Atkins AP; School of Chemistry, University of Bristol, Bristol BS8 1TS, U.K.; Edwards MD; School of Chemistry, University of Nottingham, Nottingham NG7 2RD, U.K.; Tiemessen D; School of Chemistry, University of Nottingham, Nottingham NG7 2RD, U.K.; George MW; School of Chemistry, University of Nottingham, Nottingham NG7 2RD, U.K.; Lennox AJJ; School of Chemistry, University of Bristol, Bristol BS8 1TS, U.K.
- Source
- Publisher: American Chemical Society Country of Publication: United States NLM ID: 100890393 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1523-7052 (Electronic) Linking ISSN: 15237052 NLM ISO Abbreviation: Org Lett Subsets: PubMed not MEDLINE; MEDLINE
- Subject
- Language
- English
Amide bonds are ubiquitous and found in a myriad of functional molecules. Although formed in a reliable and robust fashion, alternative amide bond disconnections provide flexibility and synthetic control. Herein we describe an electrochemical method to form the non-amide C-N bond from direct benzylic C(sp 3 )-H amidation. Our approach is applied toward the synthesis of secondary amides by coupling secondary benzylic substrates with substituted primary benzamides. The reaction has been scaled up to a multigram scale in flow.