A three component protocol has been developed for the synthesis of N-aroyl sulfoximines by the carbonylation of aryl halides followed by nucleophilic attack of NH-sulfoximines. This reaction tolerates a range of aryl iodides and sulfoximines to provide the N-aroyl sulfoximines in good to excellent yields. Less reactive aryl bromides also underwent sulfoximinocarbonylation and afforded the products. This methodology is free from phosphine ligands. The heterogeneous Pd/C catalyst was successfully recovered and reused for up to five consecutive catalytic cycles. © 2016 The Royal Society of Chemistry.

Govindasamy Sekar

Department Of Chemistry

Balasubramanian Devi Bala

Carbonylation

CATALYSTS

Ligands

Phosphorus compounds

Aryl bromides

Aryl halides

ARYL IODIDES

Catalytic cycles

Nucleophilic attack

PD/C CATALYST

Phosphine ligands

Three component

Metal halides

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

RSC Advances

Sulfoximinocarbonylation of aryl halides using heterogeneous Pd/C catalyst

A novel approach towards aroylation of NH-sulfoximines using Pd nanoparticles stabilized by a binaphthyl backbone (Pd-BNP) has been developed. This synthetic protocol involves the Pd-BNP promoted carbon monoxide insertion of aryl iodides to form an aroyl intermediate which further reacts with NH-sulfoximines to form N-aroyl sulfoximine derivatives in good to excellent yields. The Pd-BNP catalyst was recovered and reused up to six times. © The Royal Society of Chemistry.

Palladium nanoparticles catalyzed aroylation of: NH -sulfoximines with aryl iodides

An efficient catalytic method has been developed for the synthesis of N-aroylated sulfoximines from readily available toluenes (methylarenes) as source of the aroyl coupling partner and NH-sulfoximines, employing an environmentally benign iron catalyst. This protocol involves oxidation of benzylic C-H bonds of toluenes to generate aroyl radical intermediates followed by oxidative coupling with NH-sulfoximines to form N-aroylated sulfoximines in good to excellent yields. The intermediate aroyl radical is successfully trapped with TEMPO to prove the radical pathway of the reaction. © Georg Thieme Verlag.

Fulltext

Synthesis (Germany)

Iron-Catalyzed One-Pot N-Aroylation of NH-Sulfoximines with Methylarenes through Benzylic C-H Bond Oxidation

Green Chemistry

Pd/C-catalyzed reactions of HMF: decarbonylation, hydrogenation, and hydrogenolysis

Pd/C-catalyzed facile synthesis of primary aromatic amides by aminocarbonylation of aryl iodides using ammonia surrogates

Journal	Data powered by TypesetRSC Advances
Publisher	Data powered by TypesetRoyal Society of Chemistry
ISSN	20462069
Open Access	No