Insights into Ammonia Borane-Enabled Green Synthesis of N-Substituted Lactams from Biomass-Derived Keto Acids and Amines

Wenfeng Zhao, Sebastian Meier, Song Yang*, Anders Riisager*

*Corresponding author for this work

Research output: Contribution to journalLetterpeer-review

Abstract

The reductive amination/cyclization of biomass-based keto acids and amines to lactams under mild condition with ammonia borane (NH3–BH3) as the hydrogen donor in the absence of additives is reported herein for the first time and is demonstrated with 22 examples affording lactams in moderate to excellent yield. A combination of in situ NMR and control experiments indicated that reductive amination occurs via imine formation and double hydrogen transfer from NH3–BH3 during the reaction. Ammonia borane facilitates the benign and efficient synthesis of N-substituted lactams from biomass-based keto acids and amines.
Original languageEnglish
JournalACS Sustainable Chemistry and Engineering
ISSN2168-0485
DOIs
Publication statusAccepted/In press - 2021

Fingerprint Dive into the research topics of 'Insights into Ammonia Borane-Enabled Green Synthesis of N-Substituted Lactams from Biomass-Derived Keto Acids and Amines'. Together they form a unique fingerprint.

Cite this