Studies of the Reactions of 2-Substituted Dimethyl Benzoylphosphonates with Trimethyl Phosphite |
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Authors: | D. Vaughan Griffiths Khalku Karim |
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Affiliation: | Department of Chemistry and Biological Chemistry , University of Essex , Colchester, CO4 3SQ, U.K. |
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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 C[sbnd]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 C[sbnd]H bond to give a 5-membered ring is prevented. |
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