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Application of copper(II)-mediated radical cross-dehydrogenative coupling to prepare spirocyclic oxindoles and to a formal total synthesis of Satavaptan

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JournalTetrahedron
DateAccepted/In press - 12 Sep 2018
DateE-pub ahead of print - 13 Sep 2018
DatePublished (current) - 8 Nov 2018
Issue number45
Volume74
Number of pages12
Pages (from-to)6485-6496
Early online date13/09/18
Original languageEnglish

Abstract

Application of radical cross-dehydrogenative coupling (CDC) procedures to prepare a range of novel spirocyclic oxindoles and to a formal total synthesis of the vasopressin V2 receptor antagonist Satavaptan is reported. The key step involves a copper-mediated oxidative cyclisation of a simple linear anilide precursor to give the spirocyclic oxindole core. This synthetic approach was also used to prepare novel Satavaptan scaffolds and analogues.

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© 2018 Elsevier Ltd. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy.

    Research areas

  • Analogue synthesis, Copper, Cross-dehydrogenative coupling, Total synthesis, Vasopressin antagonists

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