Studies of the Reactions of 2-Substituted Dimethyl Benzoylphosphonates with Trimethyl Phosphite |
| |
Authors: | D Vaughan Griffiths Khalku Karim |
| |
Institution: | Department of Chemistry and Biological Chemistry , University of Essex , Colchester, CO4 3SQ, U.K. |
| |
Abstract: | Abstract Dimethyl benzoylphosphonates (1) react with trimethyl phosphite to give anionic intermediates (2) which decompose to give carbenes (3) and trimethyl phosphate 1]. When suitable ortho-substituents are present on the benzoylphosphonate, intramolecular carbene insertion reactions can occur to give cyclic systems. With alkyl substitutents, where the length of the chain provides a choice of cyclisation pathways, insertion into an appropriate Csbnd]H bond to give a 5-membered ring has been found to be the preferred option. We have therefore been investigating the behaviour of systems, such as (4), where insertion into a Csbnd]H bond to give a 5-membered ring is prevented. |
| |
Keywords: | |
|
|