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Synthesis 2010(18): 3113-3116  
DOI: 10.1055/s-0030-1258179
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Hydrophosphonylation of Benzoylhydrazones Using Iodine as a Catalyst: A Facile Synthesis of α-(N′-Acylhydrazino)-Substituted Phosphonates [¹]

Biswanath Das*, Jayprakash Narayan Kumar, Avula Satya Kumar, Boddu Shashi Kanth
Organic Chemistry Division-1, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Fax: +91(40)27193198; e-Mail: biswanathdas@yahoo.com;
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Publication History

Received 5 May 2010
Publication Date:
16 July 2010 (online)

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Abstract

A simple and efficient method for the synthesis of α-(N′-acylhydrazino)-substituted phosphonates has been developed using the hydrophosphonylation of benzoylhydrazones with triethyl phosphite in the presence of iodine as a catalyst at room temperature. The products are formed in excellent yields (89-95%) within two to three hours.

Key words

hydrophosphonylation - benzoylhydrazones - triethyl phosphite - α-(N′-acylhydrazino)-substituted phosphonates - iodine

1

Part 205 in the series ‘Studies on Novel Synthetic Methodologies’.

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1

Part 205 in the series ‘Studies on Novel Synthetic Methodologies’.