Mercuric Chloride and Iodide Mediated Cyclization of Tethered Alkynedithioacetals as a General Route to Five- and Six-Membered Rings: m Tuning of Regioselectivity by Alkyne Substitution

Biswas, Goutam and Ghorai, Subir and Bhattacharjya, Anup (2006) Mercuric Chloride and Iodide Mediated Cyclization of Tethered Alkynedithioacetals as a General Route to Five- and Six-Membered Rings: m Tuning of Regioselectivity by Alkyne Substitution. Organic Letters, 8 (2). pp. 313-316.

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    Abstract

    Mercuric chloride mediated cyclization of tethered alkynedithioacetals has been established as a general route to five- and six-membered carbocycles and heterocycles. Substitution at the alkyne terminus leads to preferential formation of five-membered rings, whereas unsubstituted alkynedithioacetals give six-membered rings as the major products. Mercuric iodide interrupts the reaction at the intermediate dithioacetal stage.

    Item Type: Article
    URI: http://www.eprints.iicb.res.in/id/eprint/452
    Subjects: Chemistry
    Divisions: Indian Institute of Chemical Biology
    Depositing User: Ms Sutapa Ganguly
    Date Deposited: 01 Nov 2011 16:27
    Last Modified: 03 Feb 2012 10:39
    Official URL: http://dx.doi.org/10.1021/ol0527274 CCC: $33.50
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