141996-40-9

Upstream product

• 2698-41-1 o-chlorobenzylidene malononitrile 
• 868-85-9 Dimethyl phosphite 
• 89-98-5 2-chloro-benzaldehyde 
• 109-77-3 malononitrile 
• 121-45-9 phosphorous acid trimethyl ester 

Relevant academic research and scientific papers

Synthesis of 2-amino-4H-chromen-4-ylphosphonates and β-phosphonomalonates via tandem Knoevenagel–Phospha-Michael reaction and antimicrobial evaluation of newly synthesized β-phosphonomalonates

In this manuscript we have demonstrated a new approach for the synthesis of 2-amino-4H-chromen-4-ylphosphonates and β-phosphonomalonates linked 2-chloroquinoline-3-carbaldehyde by modified one-pot three-component tandem Knoevenagel–Phospha-Michael reaction of salicylaldehyde/aryl aldehyde/2-chloroquinoline-3-carbaldehyde, malononitrile/ethylcyanoacetate, and phosphite ester using triethylamine (1–10?mol%) in ethanol under reflux conditions. The desired products were obtained in 86–97% yield in 8–35?h. The advantages of this protocol are its operational simplicity, low catalytic loading, no side product formation, and high yield of product. The newly synthesized β-phosphonomalonates, diethyl-(2-chloroquinolin-3-yl)-2,2-dicyanoethyl)-phosphonates (4a–i) have been tested on two fungal strains (C. albicans and A. fumigatus) and two bacterial strains (S. aureus and E. coli) and their minimum inhibitory concentration was also determined by microbroth dilution method.

Tris(hydroxymethyl)aminomethane as an efficient organobase catalyst for the synthesis of β-phosphonomalonates

Tris(hydroxymethyl)aminomethane (THAM) is a highly efficient and recyclable organobase catalyst for the nucleophilic phosphonylation of benzylidene malononitrile under solvent-free conditions. This new catalytic methodology is applicable without a solvent

LiBr-catalyzed one-pot three-component domino strategy toward the construction of β-phosphonomalonates scaffolds in aqueous conditions

LiBr-mediated domino Knoevenagel-phospha-Michael strategy has been established for the synthesis of β-phosphonomalonates under aqueous conditions. It is noteworthy that the developed protocol is effective with a wide range of aldehydes to deliver a diverse range of β-phosphonomalonates in good to excellent yields. The mild reaction conditions, easier procedure, use of aqueous media, inexpensive and water tolerant property of LiBr are important advantages of this protocol.

Aqueous microwave-assisted DMAP catalyzed synthesis of β-phosphonomalonates and 2-amino-4H-chromen-4-ylphosphonates via a domino Knoevenagel-phospha-Michael reaction

An aqueous microwave (mw)-assisted DMAP catalyzed one-pot highly efficient route to synthesize β-phosphonomalonates and 2-amino-4H-chromen-4-yl phosphonates has been demonstrated via the domino Knoevenagel-phospha-Michael reaction of aryl aldehyde/salicylaldehyde, malononitrile/ethyl cyanoacetate and alkyl phosphite ester. Optimization of reaction conditions were performed by using conventional and microwave synthetic approaches. This conversion proceeded smoothly to deliver the desired product in good to excellent yields (75–95%) in a short reaction time (10–12?min). The present methodology is very simple, environmentally benign, high yielding and has very well demonstrated the synergistic effect of water and microwaves.

Efficient, Solvent-Free, Multicomponent Method for Organic-Base-Catalyzed Synthesis of β-Phosphonomalonates

An efficient, one-pot, di-n-butylamine-catalyzed, three-component synthesis of β-phosphonomalonates has been developed. A wide range of substrates, including aromatic and fused aromatic aldehydes, were condensed with enolizable C-H activated compounds and dialkylphosphites to give the desired products in excellent yields. This method provides an eco-friendly alternative approach to rapid construction of a diversity-oriented library of β-phosphonomalonates.

REACTION OF ALKYL PHOSPHITES ON SOME DERIVATIVES OF MALONONITRILES

Alkyl phosphites add to carbon-carbon double bonds in malononitriles compounds I and II to give the corresponding phosphonates IIIa,b IVa,b, Va,b and VIa,b respectively.Also, alkyl phosphites add to carbon-nitrogen double bonds in Schiff bases VII and VII