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Rapid and Efficient Synthesis of Unsymmetrical Phosphinic Acids R′P(O)OHR″
Author(s) -
Fougère Cécile,
Guénin Erwann,
Hardouin Julie,
Lecouvey Marc
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900852
Subject(s) - phosphinate , chemistry , alkylation , medicinal chemistry , base (topology) , combinatorial chemistry , organic chemistry , catalysis , mathematical analysis , mathematics , fire retardant
Abstract A new synthesis of unsymmetrical phosphinic acids R′P(O)OHR″ has been evaluated. The first P–C bond was formed by base‐promoted H‐phosphinate alkylation of a protected H‐phosphinate, which is easier and safer to handle. A one‐pot methodology was developed for the second P–C bond formation reaction that involves the sila‐Arbuzov reaction. This methodology was then extended to the synthesis of a dialkylphosphinic acid with an amino functionality. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)