Developing a transition-metal-free green protocol for the electrophilic hydrazination of silyl enol ethers using diazo electrophiles with EtOH–H<sub>2</sub>O as a safe solvent-Reference-Cited by-同舟云学术

Developing a transition-metal-free green protocol for the electrophilic hydrazination of silyl enol ethers using diazo electrophiles with EtOH–H₂O as a safe solvent

Published:2023 Issue:6 Volume:25 Page:2368-2377
ISSN:1463-9262
Container-title:Green Chemistry
language:en
Short-container-title:Green Chem.

Author:

Polimera Subba Rao¹,Ilangovan Andivelu²^ORCID,Subbaiah Murugaiah A. M.¹^ORCID

Affiliation:

1. Department of Medicinal Chemistry, Biocon Bristol-Myers Squibb R&D Centre, Biocon Park, Bommasandra IV Phase, Jigani Link Road, Bangalore, Karnataka, PIN 560009, India

2. Department of Chemistry, Bharathidasan University, Palkalaiperur, Thiruchirapalli, Tamil Nadu, PIN 620024, India

Abstract

We report a metal catalyst-free, HF-free and open-flask green protocol for the electrophilic hydrazination of enoxy silanes at an energy-efficient room temperature, taking advantage of the eco-safe EtOH–H2O solvent.

Publisher

Royal Society of Chemistry (RSC)

Subject

Pollution,Environmental Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/GC/D2GC04607E

Reference45 articles.

1. Direct catalytic enantioselective amination of ketones for the formation of tri- and tetrasubstituted stereocenters

2. Organocatalytic Asymmetric Decarboxylative Amination of β-Keto Acids: Access to Optically Active α-Amino Ketones and 1,2-Amino Alcohols

3. Electrophilic Hydrazination of Cyclopropanols Using Azodicarboxylates via Copper(II) Catalysis: An Umpolung Strategy to Access β-Hydrazino Ketone Motifs

4. Pyrazole containing natural products: Synthetic preview and biological significance

5. Natural hydrazine-containing compounds: Biosynthesis, isolation, biological activities and synthesis

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