A green trend and efficient method for the synthesis of N-substituted γ, δ and ε-lactam derivatives has been developed through one pot multi-component reaction under environmentally benign reaction conditions using FeCl3 as a green catalyst with high atom economy. The present green synthetic protocol shows fascinating properties such as enhanced yield in solvent-free conditions, with high reaction rate, easy workup and absence of column chromatography and also avoids the use of ligands or additives. The versatility of the reaction has been ascertained by using various substituted benzaldehydes, anilines and homologues of lactams. © 2013 The Royal Society of Chemistry.

Sathishkumar K

Department of Electrical Engineering

School of Electrical Engineering

Vellore Campus

Sathiyanarayanan K

Department of Chemistry

School of Advanced Sciences

Sathesh V

Ramachandran G

Rathore R.S

Vellore Institute of Technology (VIT) is a private university located in&nbsp;Tamil Nadu, India. Founded in 1984, as Vellore Engineering College, the institution offers 20 undergraduate, 34 postgraduate, four integrated and four research programs. It has campuses in Vellore, Amravati, Bhopal and Chennai.

VIT is one of the top ranked private universities in India according to NIRF, THE and QS Rankings.&nbsp;Govt. of India has recognized&nbsp;VIT, Vellore as an&nbsp;Institution of Eminence. This has allowed VIT to take independent quality initiatives and move up in world ranking.

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VIT University

RSC Advances

Recent Patents on Catalysis

Organic Domino Reactions Catalyzed by Molecular Iodine

A simple and efficient three components domino reaction of γ-butyrolactam (2-pyrrolidinone), aromatic aldehyde and substituted thiophenol catalyzed by elemental iodine resulted in the formation of 1-((phenylthio)(phenyl)methyl)pyrrolidin-2-one derivatives. The stability of the synthesized analogues was evaluated in stimulated gastric fluid (SGF) and bovine serum albumin (BSA). In vitro anticancer activity was investigated in the low micromolar range and a few analogues were found to possess good activity. This current protocol provides several advantages like shorter reaction time, excellent yield and convenient work-up. © 2012 The Royal Society of Chemistry.

Organic & Biomolecular Chemistry

Efficient iodine catalyzed three components domino reaction for the synthesis of 1-((phenylthio)(phenyl)methyl)pyrrolidin-2-one derivatives possessing anticancer activities

The direct aldol condensation of benzaldehyde to cyclododecanone (CDD), catalyzed by NaOH is expected to yield bis-benzylidene cyclododecanone, but we interestingly ended up with novel β-hydroxy carbonyl compounds and monobenzylidene cyclododecanone derivatives in the cases of 2-halo substituted benzaldehydes. This exceptional behaviour is due to the capability of the CDD ring to exist in the zwitter ionic form. The formation of monobenzylidine derivatives can be due to less stable hydrogen bonds between -OH and -CO groups, electrostatic interaction between aldehyde substituents and metal enolates and the bulkiness of the benzaldehyde ring substituents. We extensively optimized the reaction conditions using different solvents and alkali metal hydroxide catalysts and we are getting high yield, regio-specificity and high diastereoselectivity (anti-aldol) in β-hydroxy carbonyl compounds. The representative crystal structures were examined and they suggest the tendency of anti-aldol compounds to form supramolecular helical motifs. The β-hydroxyl carbonyl derivatives form supramolecular helices via O-H⋯O hydrogen bonds with two anti-aldol units per turn and a pitch of ∼6 Å. The cyclododecanone ring adopts the minimum energy [3333] square conformation. The nucleophile will attack only from the less hindered side of the carbonyl group in the CDD ring. © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

New Journal of Chemistry

Direct anti and regio-specific aldol reactions of cyclododecanone catalyzed by alkali metal hydroxides: implications for supramolecular helical design

Journal of Medicine and the Person

A case of remarkable neonatal recovery following prenatal diagnosis of posterior urethral valves complicated by massive abdominal ascites and severe pulmonary failure

Green Chemistry

Highly E-selective solvent-free Horner–Wadsworth–Emmons reaction catalyzed by DBU

A green approach for the one-pot multi-component synthesis of N-substituted γ, δ and ε-lactams involving C–N bond formation catalyzed by FeCl3

Journal	Data powered by TypesetRSC Advances
Publisher	Data powered by TypesetRoyal Society of Chemistry (RSC)
ISSN	20462069
Open Access	0