Synthesis of precursor of anti-cancer drugs

Highly reactive electrogenerated zinc metal (EGZn/Naph) was readily prepared by electrolysis of a DMF solution containing naphthalene and a supporting electrolyte in a one-compartment cell fitted with a platinum cathode and a zinc anode. This reactive zinc was used for efficient transformation of et...

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Bibliographic Details
Main Authors: Abdul Jalil, Aishah, Kurono, Nobuhito, Tokuda, Masao
Format: Conference or Workshop Item
Language:English
Published: 2004
Subjects:
Online Access:http://eprints.utm.my/5235/
http://eprints.utm.my/5235/1/AishahAbdulJalil2004_SynthesisOfPrecursorOfAnti-cancerDrugs.pdf
Description
Summary:Highly reactive electrogenerated zinc metal (EGZn/Naph) was readily prepared by electrolysis of a DMF solution containing naphthalene and a supporting electrolyte in a one-compartment cell fitted with a platinum cathode and a zinc anode. This reactive zinc was used for efficient transformation of ethyl 2-bromoacrylate into the corresponding organozinc compound, which was reacted with various aryl halides in the presence of palladium catalyst to give the corresponding cross-coupling products, ethyl 2-arylpropenoates, in high yields. These cross-coupling reactions were successfully applied to a synthesis of the precursors of non-steroidal anti-inflammatory drugs such as ibuprofen, ketoprofen and ioxoprofen, which recently, have been shown to decrease the risk of cancer.