Substrate scope in the copper-mediated construction of bis-oxindoles via a double C-H/Ar-H coupling process

TY - JOUR

T1 - Substrate scope in the copper-mediated construction of bis-oxindoles via a double C-H/Ar-H coupling process

AU - Drouhin, Pauline

AU - Hurst, Timothy E.

AU - Whitwood, Adrian C.

AU - Taylor, Richard J K

PY - 2015/9/30

Y1 - 2015/9/30

N2 - 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.

AB - 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.

KW - Bis-oxindoles

KW - C-H Functionalisation

KW - Copper

UR - http://www.scopus.com/inward/record.url?scp=84939262017&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2015.02.060

DO - 10.1016/j.tet.2015.02.060

M3 - Article

AN - SCOPUS:84939262017

SN - 0040-4020

VL - 71

SP - 7124

EP - 7136

JO - Tetrahedron

JF - Tetrahedron

IS - 39

ER -