65520-22-1Relevant academic research and scientific papers
Manganese(III)-Based Oxidative Cyclization of N -Aryl-2-oxocyclo-alkane-1-carboxamides: Synthesis of Spiroindolinones
Katayama, Shintaro,Nishino, Hiroshi
, p. 3277 - 3286 (2019)
The Mn(III)-based oxidative cyclization of twenty-five N -aryl-2-oxocycloalkane-1-carboxamides is investigated. The reactions progress efficiently to give the desired spiro[cycloalkane-1,3′-indoline]-2,2′-diones in high to quantitative yields. The easy conversion of the carbonyl functional group of one of the indoline products, 1′-methylspiro[cyclo-hexane-1,3′-indoline]-2,2′-dione, is also demonstrated.
Facile Synthesis of Spiro[cyclohexane-1,3'-indoline]-2,2'-diones
Katayama, Shin-Taro,Nishino, Hiroshi
, p. 157 - 161 (2019)
Spiro[cyclohexane-1,3'-indoline]-2,2'-diones were easily prepared in good to high yields by the oxidation of N-aryl-N-methyl-2-oxocyclohexane-1-carboxamides in one pot with a short reaction time. The spiroindolinediones could be important for the total synthesis of natural products.
Application of copper(II)-mediated radical cross-dehydrogenative coupling to prepare spirocyclic oxindoles and to a formal total synthesis of Satavaptan
Hurst, Timothy E.,Gorman, Ryan,Drouhin, Pauline,Taylor, Richard J.K.
, p. 6485 - 6496 (2018/10/05)
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 c
Substrate scope in the copper-mediated construction of bis-oxindoles via a double C-H/Ar-H coupling process
Drouhin, Pauline,Hurst, Timothy E.,Whitwood, Adrian C.,Taylor, Richard J.K.
supporting information, p. 7124 - 7136 (2015/03/30)
Abstract The synthesis of bis-oxindoles via the copper(II)-mediated double cyclisation of linear bis-anilides is described. Cu(OAc)2·H2O was identified as an efficient and inexpensive catalyst for this process. In contrast to previous methods, which rely on the synthesis of the central core from existing oxindole building blocks, this new approach focusses on concurrent formation of both oxindole rings from a simple linear precursor, allowing the formation of bis-oxindoles containing a diverse range of cyclic and acyclic linkers using a single synthetic method.
