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Copper‐Catalyzed Synthesis of Alkylphosphonates from H ‐Phosphonates and N ‐Tosylhydrazones
Author(s) -
Miao Wenjun,
Gao Yuzhen,
Li Xueqin,
Gao Yuxing,
Tang Guo,
Zhao Yufen
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201200295
Subject(s) - chemistry , catalysis , copper , alkylation , iodide , organic chemistry , diphenylphosphine , medicinal chemistry , phosphine
A new catalytic system for the alkylation of H ‐phosphonates and diphenylphosphine oxide with N ‐tosylhydrazones has been developed. In the presence of copper(I) iodide and base, H ‐phosphonates react with N ‐tosylhydrazones to afford the corresponding coupled alkylphosphonates in good to excellent yields without any ligands. Alkylphosphonates can also be prepared in a one‐pot process directly from carbonyl compounds without the isolation of tosylhydrazone intermediates.