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Direct transformation of organosulfur compounds to organophosphorus compounds: rhodium-catalyzed synthesis of 1-alkynylphosphine sulfides and acylphosphine sulfides

✍ Scribed by Mieko Arisawa; Takuya Watanabe; Masahiko Yamaguchi


Book ID
104099017
Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
399 KB
Volume
52
Category
Article
ISSN
0040-4039

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✦ Synopsis


A rhodium-catalyzed method for the synthesis of organophosphorus compounds directly from organosulfur compounds was developed. In the presence of RhH(PPh 3 ) 4 and depe, the reaction of 1-alkylthioalkynes with tetraethyldiphosphine disulfide gave 1-alkynylphosphine sulfides. The same complex catalyzed the reaction of thioesters giving acylphosphine sulfides.


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## Abstract By heating secondary __O__‐hydroxybenzamides at 110‐120 Β°C with the dimer of __p__‐methoxyphenylthionophosphine sulfide, 1, in HMPA, the main product is the corresponding thioamide (15‐51 %) but in addition two phosphorheterocyclic systems are isolated, namely 2,3‐dihydro‐2‐(4‐methoxyph