Replacing conventional reagents with environment friendly reagents is one of the primary goals of modern synthetic methodology and in this very primitive study about utilizing green, naturally available carbohydrate molecules as ligands in transition metal catalyzed reactions, we report Cu/d-glucosamine as an efficient catalyst for aniline synthesis. © 2011 The Royal Society of Chemistry.

Govindasamy Sekar

Department Of Chemistry

Krishna Gopal Thakur

Ammonia

aniline

aromatic amine

carbohydrate

Copper

Glucosamine

halide

Transition element

article

catalysis

catalyst

synthesis

Aniline Compounds

Green Chemistry Technology

HALOGENS

Hydrocarbons, Aromatic

Ligands

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

It currently offers undergraduate, postgraduate and research degrees across 16 disciplines in Engineering, Sciences, Humanities and Management. About 596 faculty belonging to science and engineering departments and centres of the Institute are engaged in teaching, research and industrial consultancy.

IIT Madras

Chemical Communications

A mild and operationally simple Friedel-Crafts hydroxyalkylation of indoles with α-keto amides was developed for the first time by using catalytic amount of K3PO4 and nBu4NBr in water as solvent through a solid-liquid interface formation. The transition-metal-free protocol does not demand column chromatography purification and results in highly pure indole fused α-hydroxy amides in good to excellent yields. Reusability of the catalytic system up to five cycles and extension to a gram-scale reaction are the key advantages of this transformation. The mechanistic study involving 1H NMR experiments reveals that the reaction proceeds via ion exchange pathway. © Copyright 2018 American Chemical Society.

Journal of Organic Chemistry

Friedel-Crafts Hydroxyalkylation of Indoles with α-Keto Amides using Reusable K3PO4/ nBu4NBr Catalytic System in Water

Binaphthyl stabilized Pt nanoparticles (Pt-BNP) have been synthesized, characterized, and utilized as an efficient heterogeneous catalyst for chemoselective reduction of nitroarenes at room temperature in water. Several sensitive functional groups like ketone, ester, acid, amide, halides, and nitrile were well tolerated in this chemoselective reduction. The Pt-BNP catalyst was quantitatively recovered without any major change in particle size and reactivity and then efficiently reused for five catalytic cycles. © 2016 Elsevier Ltd. All rights reserved.

Tetrahedron Letters

Stable and reusable platinum nanocatalyst: An efficient chemoselective reduction of nitroarenes in water

A new copper-catalyzed in situ generation of aryl thiolates strategy was successfully developed for the one-pot synthesis of substituted benzothiazoles from 2-iodoanilides using xanthate as a thiol precursor. A wide range of 2-iodoanilides with both electron-releasing and electron-withdrawing groups produced the corresponding benzothiazoles in good yields. Further, this one-pot protocol was successfully utilized for the synthesis of a potent antitumor agent 2-(3,4-dimethoxyphenyl)-5-fluorobenzo[d]thiazole (PMX 610). Finally, the copper-catalyzed in situ generation of aryl thiolates strategy was successfully applied for the domino synthesis of substituted benzothiophenes from o-haloalkynyl benzenes using xanthate as a thiol precursor. © 2013 The Royal Society of Chemistry.

Fulltext

Organic and Biomolecular Chemistry

Cu-catalyzed in situ generation of thiol using xanthate as a thiol surrogate for the one-pot synthesis of benzothiazoles and benzothiophenes

d-Glucosamine is introduced for the first time as a green ligand with copper in a coupling reaction to synthesize anilines. The reaction proceeds in a domino fashion by the in situ reduction of aryl azides formed from aryl halides and NaN 3. The high water solubility of the ligand enables easy catalyst removal. © 2011 The Royal Society of Chemistry.

Green Chemistry

D-Glucosamine as an efficient ligand for the copper-catalyzed selective synthesis of anilines from aryl halides and NaN 3

D-Glucosamine as a green ligand for copper catalyzed synthesis of primary aryl amines from aryl halides and ammonia

Journal	Chemical Communications
ISSN	13597345
Open Access	No