Issue 32, 2015

2-Oxo promoted hydrophosphonylation & aerobic intramolecular nucleophilic displacement reaction

Abstract

Highly efficient catalyst free methods for the synthesis of α-hydroxy-β-oxophosphonates and α-oxoesters have been described. The existence of a 2-oxo group in α-oxoaldehydes is a key factor in promoting the reaction of the tervalent phosphite form towards 2-oxoaldehydes in the synthesis of α-hydroxy-β-oxophosphonates. The in situ activated α-C–H atom of α-hydroxy-β-oxophosphonates sustains aerobic intramolecular nucleophilic displacement in a curious way to produce α-oxoester.

Graphical abstract: 2-Oxo promoted hydrophosphonylation & aerobic intramolecular nucleophilic displacement reaction

Supplementary files

Article information

Article type
Communication
Submitted
26 Jun 2015
Accepted
10 Jul 2015
First published
10 Jul 2015

Org. Biomol. Chem., 2015,13, 8637-8641

Author version available

2-Oxo promoted hydrophosphonylation & aerobic intramolecular nucleophilic displacement reaction

S. Battula, N. Battini, D. Singh and Q. N. Ahmed, Org. Biomol. Chem., 2015, 13, 8637 DOI: 10.1039/C5OB01310K

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