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Literature DB >> 18973332

Alkali metals in silica gel (M-SG): a new reagent for desulfonation of amines.

Partha Nandi¹, Mikhail Y Redko, Kathryn Petersen, James L Dye, Michael Lefenfeld, Paul F Vogt, James E Jackson.

Abstract

A novel method for the desulfonation of secondary amines is described. Alkali metals absorbed into nanostructured silica (M-SG) were found to be useful solid-state reagents for the desulfonation of a range of N,N-disubstituted sulfonamides. M-SG reagents are room-temperature-stable free-flowing powders that retain the chemical reactivity of the parent metal, decreasing the danger and associated cost of using reactive metals.

Entities: Chemical

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Year: 2008 PMID： 18973332 DOI： 10.1021/ol8021337

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

6 in total

1. Scalable and safe synthetic organic electroreduction inspired by Li-ion battery chemistry.

Authors: Byron K Peters; Kevin X Rodriguez; Solomon H Reisberg; Sebastian B Beil; David P Hickey; Yu Kawamata; Michael Collins; Jeremy Starr; Longrui Chen; Sagar Udyavara; Kevin Klunder; Timothy J Gorey; Scott L Anderson; Matthew Neurock; Shelley D Minteer; Phil S Baran
Journal: Science Date: 2019-02-22 Impact factor: 47.728

Alkali metals in silica gel (M-SG): a new reagent for desulfonation of amines.

1. Scalable and safe synthetic organic electroreduction inspired by Li-ion battery chemistry.

2. Exploration of the interrupted Fischer indolization reaction.

3. N-Aminopyridinium reagents as traceless activating groups in the synthesis of N-Aryl aziridines.

4. Chemoselective (Hetero)Arene Electroreduction Enabled by Rapid Alternating Polarity.

5. Modular Two-Step Access to π-Extended Naphthyridine Systems-Potent Building Blocks for Organic Electronics.

6. Na@SiO₂-Mediated Addition of Organohalides to Carbonyl Compounds for the Formation of Alcohols and Epoxides.

Alkali metals in silica gel (M-SG): a new reagent for desulfonation of amines.

1. Scalable and safe synthetic organic electroreduction inspired by Li-ion battery chemistry.

2. Exploration of the interrupted Fischer indolization reaction.

3. N-Aminopyridinium reagents as traceless activating groups in the synthesis of N-Aryl aziridines.

4. Chemoselective (Hetero)Arene Electroreduction Enabled by Rapid Alternating Polarity.

5. Modular Two-Step Access to π-Extended Naphthyridine Systems-Potent Building Blocks for Organic Electronics.

6. Na@SiO2-Mediated Addition of Organohalides to Carbonyl Compounds for the Formation of Alcohols and Epoxides.

6. Na@SiO₂-Mediated Addition of Organohalides to Carbonyl Compounds for the Formation of Alcohols and Epoxides.