Affiliation:
1. Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521 Budapest, Hungary
Abstract
Bromopyridines, bromotiophenes and 3-bromofuran were reacted with diphenylphosphine oxide or diethyl phosphite under microwave irradiation using Pd(OAc)2 as the catalyst precursor together with some excess of the >P(O)H reagent. Hence, there was no need for the usual mono- and bidentate P-ligands. The >P(O)-functionalized heterocycles were obtained in variable (55-95%) yields. The results of our “green” protocol were in most cases better than those of the literature methods.
Funder
National Excellence Program of the Ministry of Human Capacities
National Research, Development and Innovation Office
Publisher
Bentham Science Publishers Ltd.
Reference31 articles.
1. Hirao T.; Masunaga T.; Ohshiro Y.; Agawa T.; Stereoselective synthesis of vinylphosphonate. Tetrahedron Lett [http://dx.doi.org/10.1016/0040-4039(80)80245-0].1980,21,3595-3598
2. Hirao T.; Masunaga T.; Yamada N.; Ohshiro Y.; Agawa T.; Palladium-catalyzed new carbon-phosphorus bond formation. Bull Chem Soc Jpn [http://dx.doi.org/10.1246/bcsj.55.909].1982,55,909-913
3. Jablonkai E.; Keglevich G.; P–C bond formation by coupling reaction utilizing >P(O)H species as the reagents. Curr Org Synth [http://dx.doi.org/10.2174/15701794113109990066].2014,11,429-453
4. Jablonkai E.; Keglevich G.; Advances and new variations of the Hirao reaction. Org Prep Proced Int [http://dx.doi.org/10.1080/00304948.2014.922376].2014,46,281-316
5. Kabachnik M.M.; Solntseva M.D.; Izmer V.V.; Novikova Z.S.; Beletskaya I.P.; Palladium-catalyzed phase-transfer arylation of dialkyl phosphonates. Russ J Org Chem 1998,34,93-97
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