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Alcohol-based Michaelis–Arbuzov reaction: an efficient and environmentally-benign method for C–P(O) bond formation

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Abstract

The famous Michaelis–Arbuzov reaction is extensively used both in the laboratory and industry to manufacture tons of widely-used organophosphoryl compounds every year. However, this method and the modified Michaelis–Arbuzov reactions developed recently still have some limitations. We now report a new alcohol-version of the Michaelis–Arbuzov reaction that can provide an efficient and environmentally-benign method to address the problems of the known Michaelis–Arbuzov reactions. That is, a wide range of alcohols can readily react with phosphites, phosphonites, and phosphinites to give all the three kinds of phosphoryl compounds (phosphonates, phosphinates, and phosphine oxides) using an n-Bu4NI-catalyzed efficient C–P(O) bond formation reaction. This general method can also be easily scaled up and used for further synthetic transformations in one pot.

Graphical abstract: Alcohol-based Michaelis–Arbuzov reaction: an efficient and environmentally-benign method for C–P(O) bond formation

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Publication details

The article was received on 22 Mar 2018, accepted on 24 May 2018 and first published on 24 May 2018


Article type: Communication
DOI: 10.1039/C8GC00931G
Citation: Green Chem., 2018, Advance Article
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    Alcohol-based Michaelis–Arbuzov reaction: an efficient and environmentally-benign method for C–P(O) bond formation

    X. Ma, Q. Xu, H. Li, C. Su, L. Yu, X. Zhang, H. Cao and L. Han, Green Chem., 2018, Advance Article , DOI: 10.1039/C8GC00931G

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