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Sulfonic acid-functionalized ordered nanoporous Na+-montmorillonite (SANM): A novel, efficient and recyclable catalyst for the chemoselective N-Boc protection of amines in solventless media

Paper ID Volume ID Publish Year Pages File Format Full-Text
52193 46866 2011 7 PDF Available
Title
Sulfonic acid-functionalized ordered nanoporous Na+-montmorillonite (SANM): A novel, efficient and recyclable catalyst for the chemoselective N-Boc protection of amines in solventless media
Abstract

Sulfonic acid-functionalized ordered nanoporous Na+-montmorillonite (SANM) was used as an efficient catalyst for N-tert-butoxycarbonylation of amines with di-tert-butyl dicarbonate under solvent-free conditions at room temperature. Various aliphatic, aromatic, heterocyclic amines and aminols were protected as their corresponding mono-carbamates in excellent yields and short reaction times. No competitive side reactions such as isocyanate, urea, and N,N-di-Boc formation were observed. The reported method is mild, chemoselective and has the advantages such as heterogeneous catalysis, low cost and the recyclability of the catalyst.

Graphical abstractSulfonic acid-functionalized ordered nanoporous Na+-montmorillonite (SANM) was found to be a mild, novel, efficient and reusable catalyst for N-tert-butoxycarbonylation of amines with di-tert-butyl dicarbonate under solvent-free conditions at room temperature.Figure optionsDownload full-size imageDownload as PowerPoint slideResearch highlights► Synthesis of sulfonic acid-functionalized ordered nanoporous Na+-montmorillonite. ► Characterization and application of SANM for N-tert-butoxycarbonylation of amines. ► Catalysis under solvent-free conditions at room temperature. ► Heterogeneous catalysis and recyclability of the catalyst.

Keywords
Amines; di-tert-butyl dicarbonate (Boc2O); N-Boc protection; Na+-montmorillonite
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Sulfonic acid-functionalized ordered nanoporous Na+-montmorillonite (SANM): A novel, efficient and recyclable catalyst for the chemoselective N-Boc protection of amines in solventless media
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 12, Issue 12, 1 July 2011, Pages 1088–1094
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us