Flash vacuum pyrolysis of alkoxycarbonyl/sulfinyl stabilised phosphorus ylides: generation and intramolecular insertion of alkoxycarbonyl(sulfenyl)carbenes

R Alan Aitken; M J  DRYSDALE; B M  RYAN

doi:10.1039/c39940000805

Flash vacuum pyrolysis of alkoxycarbonyl/sulfinyl stabilised phosphorus ylides: generation and intramolecular insertion of alkoxycarbonyl(sulfenyl)carbenes

R Alan Aitken, M J DRYSDALE, B M RYAN

Research output: Contribution to journal › Article › peer-review

Abstract

Flash vacuum pyrolysis of phosphorus ylides stabilised both by ester and sulfinyl groups results mainly in extrusion of Ph3PO to generate alkoxycarbonyl(sulfenyl)carbenes; these undergo intramolecular insertion into CH of the alkoxycarbonyl group giving beta-lactones which under the conditions lose CO2 to afford alkenyl sulfides.

Original language	English
Pages (from-to)	805-806
Number of pages	2
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	7
DOIs	https://doi.org/10.1039/c39940000805
Publication status	Published - 7 Apr 1994

Keywords

REACTIVITY

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abstract = "Flash vacuum pyrolysis of phosphorus ylides stabilised both by ester and sulfinyl groups results mainly in extrusion of Ph3PO to generate alkoxycarbonyl(sulfenyl)carbenes; these undergo intramolecular insertion into CH of the alkoxycarbonyl group giving beta-lactones which under the conditions lose CO2 to afford alkenyl sulfides.",

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AB - Flash vacuum pyrolysis of phosphorus ylides stabilised both by ester and sulfinyl groups results mainly in extrusion of Ph3PO to generate alkoxycarbonyl(sulfenyl)carbenes; these undergo intramolecular insertion into CH of the alkoxycarbonyl group giving beta-lactones which under the conditions lose CO2 to afford alkenyl sulfides.

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Flash vacuum pyrolysis of alkoxycarbonyl/sulfinyl stabilised phosphorus ylides: generation and intramolecular insertion of alkoxycarbonyl(sulfenyl)carbenes

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