Publications [#233395] of Andrew T. McPhail

Journal Articles

  1. Wenkert, E; Moeller, PDR; Piettre, SR; McPhail, AT, "Unusual Reactions of Magnesium Indolates with Benzenesulfonyl Chloride", Journal of Organic ChemistryJuly,, 1987, 52(15), 3404-3409, American Chemical Society (ACS) [Gateway.cgi], [doi].
    (last updated on 2026/01/21)

    Abstract:
    Grignard reagents from N-unsubstituted indoles and benzenesulfonyl chloride undergo reaction such as to produce unstable intermediates of β-chlorination and a-sulfonylation, which are transformed into oxindoles or substituted indoles. In the same reaction, yuehchukene (the naturally occurring dehydroprenylindole dimer) is converted into a spirooxindole, containing a strained four-membered ring, which is changed into a spirooxindole isomer with ring expansion on mild acid treatment. © 1987, American Chemical Society. All rights reserved.