Solid‐Acid Catalyzed Continuous‐Flow Aminolysis of Epoxides

We report a solid-acid catalyzed aminolysis of epoxides under continuous-flow conditions. A titania-zirconia supported molybdenum oxide catalyst demonstrated exceptional substrate compatibility, enabling the synthesis of β-amino alcohols in excellent yields with high catalyst durability. Characterization of the catalyst revealed the crucial role of the titania-zirconia ratio in optimizing its performance. Furthermore, this method was applied to the efficient, sequential-flow synthesis of a rivaroxaban intermediate (an oral anticoagulant and the first direct factor Xa inhibitor), combining a hydrogenation step with the aminolysis reaction without the need for intermediate isolation.

Authors

Institutions

Publication Details

Journal
Chemistry - A European Journal
Published
2024-09-17
DOI
https://doi.org/10.1002/chem.202403094
Citations
2
Primary Topic
Chemical Synthesis and Reactions
Type
article
Field-Weighted Citation Impact
0.50

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Solid‐Acid Catalyzed Continuous‐Flow Aminolysis of Epoxides

Yuki Saito, Shu̅ Kobayashi, Ken Nishizawa
2 citations
Chemistry - A European Journal
Chemical Synthesis and Reactions
0.50
article

Solid‐Acid Catalyzed Continuous‐Flow Aminolysis of Epoxides

Yuki Saito, Shu̅ Kobayashi, Ken Nishizawa
article en
2 citations

Abstract

We report a solid-acid catalyzed aminolysis of epoxides under continuous-flow conditions. A titania-zirconia supported molybdenum oxide catalyst demonstrated exceptional substrate compatibility, enabling the synthesis of β-amino alcohols in excellent yields with high catalyst durability. Characterization of the catalyst revealed the crucial role of the titania-zirconia ratio in optimizing its performance. Furthermore, this method was applied to the efficient, sequential-flow synthesis of a rivaroxaban intermediate (an oral anticoagulant and the first direct factor Xa inhibitor), combining a hydrogenation step with the aminolysis reaction without the need for intermediate isolation.

Chemistry - A European JournalVol. 30(70)
The University of Tokyo (JP)
Japan Agency for Medical Research and Development, University of Tokyo
Clean water and sanitation
Openalex Percentile: Top 39%
Chemical Synthesis and Reactions
0.50
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.