Litcius/Paper detail

Integrating Biomass into the Organonitrogen Chemical Supply Chain: Production of Pyrrole and <scp>d</scp>‐Proline from Furfural

Song Song, Vincent Fung Kin Yuen, Lu Di, Qiming Sun, Kang Zhou, Ning Yan

2020Angewandte Chemie International Edition124 citationsDOI

Abstract

Abstract Production of renewable, high‐value N‐containing chemicals from lignocellulose will expand product diversity and increase the economic competitiveness of the biorefinery. Herein, we report a single‐step conversion of furfural to pyrrole in 75 % yield as a key N‐containing building block, achieved via tandem decarbonylation–amination reactions over tailor‐designed Pd@S‐1 and H‐beta zeolite catalytic system. Pyrrole was further transformed into dl ‐proline in two steps following carboxylation with CO 2 and hydrogenation over Rh/C catalyst. After treating with Escherichia coli, valuable d ‐proline was obtained in theoretically maximum yield (50 %) bearing 99 % ee. The report here establishes a route bridging commercial commodity feedstock from biomass with high‐value organonitrogen chemicals through pyrrole as a hub molecule.

Topics & Concepts

FurfuralChemistryBiorefineryRaw materialYield (engineering)Reductive aminationDecarbonylationCorn stoverCommodity chemicalsCatalysisOrganic chemistryHydrolysisMaterials scienceMetallurgyCatalysis for Biomass ConversionCatalysis and Hydrodesulfurization StudiesBiofuel production and bioconversion