Skip to content

Research at St Andrews

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

Research output: Contribution to journalArticle

DOI

Author(s)

R Alan Aitken, M J DRYSDALE, B M RYAN

School/Research organisations

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.

Close

Details

Original languageEnglish
Pages (from-to)805-806
Number of pages2
JournalJournal of the Chemical Society, Chemical Communications
Issue number7
DOIs
Publication statusPublished - 7 Apr 1994

    Research areas

  • REACTIVITY

Discover related content
Find related publications, people, projects and more using interactive charts.

View graph of relations

Related by author

  1. The St Andrews periodic table wallchart and its use in teaching

    Aitken, R. A. & Gil, M. P., 26 Sep 2019, (Accepted/In press) In : Substantia. 3

    Research output: Contribution to journalArticle

  2. Five-membered ring systems: with O & S (Se, Te) atoms

    Aitken, R. A., 10 Aug 2019, (Accepted/In press) Progress in Heterocyclc Chemistry. Gribble, G. W. & Joule, J. A. (eds.). Elsevier (incl. Pergamon ), 19 p. (Progress in Heterocyclic Chemistry; vol. 31).

    Research output: Chapter in Book/Report/Conference proceedingChapter

  3. Synthesis of cyclic imides

    Aitken, R. A., 31 May 2019, Imides: Medicinal, agricultural, synthetic applications and natural products chemistry. Luzzio, F. A. (ed.). Amsterdam: Elsevier (incl. Pergamon ), p. 1-28 28 p.

    Research output: Chapter in Book/Report/Conference proceedingChapter

  4. Gas-phase conversion of 1,3-dithiolane-2-thione into 1,3-dithiolan-2- one over molybdenum trioxide

    Aitken, R. A., Curzon, T. E. & Andrews, M. J., 5 Apr 2019, In : Frontiers in Chemistry. 7, 5 p., 204.

    Research output: Contribution to journalArticle

  5. Synthesis, microwave spectra, x-ray structure and high-level theoretical calculations for formamidinium formate

    Zhou, Z., Aitken, R. A., Cardinaud, C., Slawin, A. M. Z., Wang, H., Daly, A., Palmer, M. & Kukolich, S., 6 Mar 2019, In : The Journal of Chemical Physics. 150, 10 p., 094305.

    Research output: Contribution to journalArticle

Related by journal

  1. Preparation and X-ray structure of a new organo-P–O–S heterocycle

    FOREMAN, M. R. S., SLAWIN, A. M. & WOOLLINS, J. D., 7 Nov 1995, In : Journal of the Chemical Society, Chemical Communications. 21, p. 2217-2218 2 p.

    Research output: Contribution to journalArticle

  2. Radical-chain decomposition of cyclohexa-1,4-diene-3-carboxylates and 2,5-dihydrofuran-2-carboxylates

    Binmore, G., Walton, J. C. & Cardellini, L., 1 Dec 1995, In : Journal of the Chemical Society, Chemical Communications. 1, p. 27-28 2 p.

    Research output: Contribution to journalArticle

  3. 1ST SYNTHESIS OF SULFONYL SUBSTITUTED TRICARBONYL[ETA(6)-ARENE]CHROMIUM(0) COMPLEXES

    MARCOS, C. F., PERRIO, S., SLAWIN, A. M. Z., THOMAS, S. E. & WILLIAMS, D. J., 21 Mar 1994, In : Journal of the Chemical Society, Chemical Communications. 6, p. 753-754 2 p.

    Research output: Contribution to journalArticle

  4. ADDITION OF ALKENES TO TRICARBONYL(VINYLKETENE)IRON(O) COMPLEXES AND THE SYNTHESIS OF CYCLOPROPANES

    SABERI, S. P., SLAWIN, A. M. Z., THOMAS, S. E., WILLIAMS, D. J., WARD, M. F. & WORTHINGTON, P. A., 21 Sep 1994, In : Journal of the Chemical Society, Chemical Communications. 18, p. 2169-2170 2 p.

    Research output: Contribution to journalArticle

ID: 3305666

Top