A simple and efficient protocol for the synthesis of arylmethyl substituted organophosphorus compounds is presented. This method involves the reaction of diphenyl phosphite with aldehydes in the presence of BF-EtO. In this method, BF-EtO plays a dual role, as it facilitates the generation of both hydrophosphonylated intermediate and phenol from diphenyl phosphite. A significant feature of this approach is its tolerance to the presence of external nucleophiles, such as phenol, aliphatic thiols, indole and 3-methylanisole. The simplicity of the reaction conditions and the high yields achieved make this method promising for applications in areas where phosphonate compounds are of interest.
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http://dx.doi.org/10.1039/d3cc03898j | DOI Listing |
Molecules
January 2025
Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, Műegyetem rkp. 3, 1111 Budapest, Hungary.
Butyl phenyl--phosphinate that is not available commercially was prepared from phenyl--phosphinic acid by three methods: by alkylating esterification (i), by microwave-assisted direct esterification (ii), and unexpectedly, by thermal esterification (iii). Considering the green aspects, selectivity and scalability, the thermal variation seemed to be optimal. However, there was need for prolonged heating.
View Article and Find Full Text PDFMicrob Cell Fact
August 2024
State Key Laboratory for Conservation and Utilization of Bio-Resources & Key Laboratory for Microbial Resources of the Ministry of Education, School of Life Sciences, Yunnan University, Kunming, 650091, P. R. China.
Background: Xanthenes and multi-aryl carbon core containing compounds represent different types of complex and condensed architectures that have impressive wide range of pharmacological, industrial and synthetic applications. Moreover, indoles as building blocks were only found in naturally occurring metabolites with di-aryl carbon cores and in chemically synthesized tri-aryl carbon core containing compounds. Up to date, rare xanthenes with indole bearing multicaryl carbon core have been reported in natural or synthetic products.
View Article and Find Full Text PDFJ Enzyme Inhib Med Chem
December 2023
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Helwan University, Cairo, Ain Helwan, Egypt.
Significant advancements have been made in the domain of targeted anticancer therapy for the management of malignancies in recent times. VEGFR-2 is characterised by its pivotal involvement in angiogenesis and subsequent mechanisms that promote tumour cells survival. Herein, novel -arylmethyl-aniline/chalcone hybrids were designed and synthesised as potential anticancer and VEGFR-2 inhibitors.
View Article and Find Full Text PDFChem Asian J
January 2024
Department of Chemistry, IIT Bombay, Powai, Mumbai, 400076, India.
Three examples of dibenzi heteroheptaphyrin(2.0.1.
View Article and Find Full Text PDFChem Commun (Camb)
October 2023
Natural Product and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Jammu-180001, India.
A simple and efficient protocol for the synthesis of arylmethyl substituted organophosphorus compounds is presented. This method involves the reaction of diphenyl phosphite with aldehydes in the presence of BF-EtO. In this method, BF-EtO plays a dual role, as it facilitates the generation of both hydrophosphonylated intermediate and phenol from diphenyl phosphite.
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