Microwave-assisted synthesis of phenylene-bridged aminophosphine ligands: acceleration of N-arylation and aryl fluoride phosphorylation reactions

The Journal of Organic Chemistry
Kelsey R SeipelAndrew W Holland

Abstract

Hindered beta-aminoarylphosphines show promise as bidentate ligands for metal centers, but their reported synthesis requires heating at high temperatures for several days. Herein are reported conditions by which the two steps composing this synthesis, Buchwald-Hartwig amination and nucleophilic phosphorylation reactions, may both be completed in less than 3 h using microwave irradiation. The effects of several parameters on the outcome of the amination reaction are discussed, as are some indications of the scope within which each of these microwave protocols is effective.

References

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Sep 3, 2003·Inorganic Chemistry·Lan-Chang LiangChen-Hsiung Hung
Mar 17, 2004·Inorganic Chemistry·Lan-Chang LiangChen-Hsiung Hung
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Aug 7, 2007·Inorganic Chemistry·Alexander J M MillerJonas C Peters

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Citations

Mar 27, 2009·Chemical Communications : Chem Comm·Ciceron O YanezKevin D Belfield
Feb 26, 2016·Organic Letters·Atsushi TaruiAkira Ando
Jul 6, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·J P NeuW R Thiel
Jul 6, 2014·Beilstein Journal of Organic Chemistry·Iris WautersChristian V Stevens
Jun 20, 2012·The Journal of Organic Chemistry·Jérôme BayardonSylvain Jugé

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