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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Research Article

Microwave-Assisted Hirao Reaction of Heteroaryl Bromides and >P(O)H Reagents Using Pd(OAc)2 as the Catalyst Precursor in the Absence of Added P-Ligands

Author(s): Réka Henyecz, Rafaella Oroszy and György Keglevich*

Volume 23, Issue 10, 2019

Page: [1151 - 1157] Pages: 7

DOI: 10.2174/1385272823666190621114915

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.

Keywords: Bromopyridine, bromotiophene, bromofuran, >P(O)H reagent, hirao reaction, microwave, P-ligand-free.

Graphical Abstract
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