Affiliation:
1. Key Laboratory of Advanced Light Conversion Materials and Biophotonics Department of Chemistry Renmin University of China Beijing 100872 China
2. UCSD-CNR Joint Research Laboratory (IRL3555) Department of Chemistry and Biochemistry University of California San Diego, La Jolla CA 92093-0358 USA
Abstract
AbstractKetones are among the most useful functional groups in organic synthesis, and they are commonly encountered in a broad range of compounds with various applications. Herein, we describe the mesoionic carbene‐catalyzed coupling reaction of aldehydes with non‐activated secondary and even primary alkyl halides. This metal‐free method utilizes deprotonated Breslow intermediates derived from mesoionic carbenes (MICs), which act as super electron donors and induce the single‐electron reduction of alkyl halides. This mild coupling reaction has a broad substrate scope and tolerates many functional groups, which allows to prepare a diversity of simple ketones as well as bio‐active molecules by late‐stage functionalization.
Funder
National Natural Science Foundation of China
National Science Foundation
Subject
General Chemistry,Catalysis
Cited by
13 articles.
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