Biomass Transformation of Cellulose via N-Heterocyclic Carbene-Catalyzed Umpolung of 5-(Chloromethyl)furfural

Cell Reports Physical Science

Ye Qiu¹  Song Ye¹  Lei Dai²  Yuan-Yuan Xu² 

[1] University of Chinese Academy of Sciences, Beijing 100049, China;Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China;

关键词: biomass;    cellulose;    5-(chloromethyl)furfural;    N-heterocyclic carbene;    ε-umpolung;    Organocatalysis;   

DOI  :  

来源: DOAJ

【 摘 要 】

Summary: Nature produces ∼170 billion tons of biomass per year; meanwhile, only a small percentage is used. Cellulose is the most abundant component in biomass; thus, the selective transformation of cellulose to high-value-added products is one of the most promising pathways to sustainable society. Here, we report an N-heterocyclic carbene-catalyzed umpolung of 5-(chloromethyl)furfural, which is easily obtained from cellulose, and its subsequent reaction with ketones is developed, giving the corresponding highly functionalized products in good yields. We believe that this carbene-catalyzed transformation of 5-(chloromethyl)furfural will facilitate the development of biomass transformations.

【 授权许可】

Unknown