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

TETRAHEDRON

卷:74

Article

Hurst, Timothy E.¹  Gorman, Ryan¹  Drouhin, Pauline¹  Taylor, Richard J. K.¹ 

[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England

关键词: Copper;    Cross-dehydrogenative coupling;    Total synthesis;    Analogue synthesis;    Vasopressin antagonists;   

DOI  :  10.1016/j.tet.2018.09.026

来源: Elsevier

【 摘 要 】

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 V-2 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. (C) 2018 Elsevier Ltd. All rights reserved.

【 授权许可】

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