Synthesis of Spirocyclic Indolenines

TY - JOUR

T1 - Synthesis of Spirocyclic Indolenines

AU - James, Michael J.

AU - O'Brien, Peter

AU - Taylor, Richard J K

AU - Unsworth, William P.

N1 - © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Accepted 13/10/15

PY - 2016/2/24

Y1 - 2016/2/24

N2 - This Review provides an in-depth account of the synthesis of spirocyclic indolenines. Over the last 77 years, a wide array of diverse synthetic methods has been developed in order to generate these synthetically useful and biologically important spirocyclic scaffolds. The main synthetic strategies discussed are grouped into three main categories, namely interrupted Fischer indolisations, dearomatisation reactions of indoles and condensation reactions. The historical background, common synthetic challenges, current state-of-the-art and future perspectives of this field are examined. Another round: A detailed account of spirocyclic indolenine synthesis over the last 77 years is provided. The synthetic strategies described include interrupted Fischer indolisations, dearomatisation reactions of indoles and condensation reactions, as well miscellaneous processes. Common synthetic challenges associated with these strategies are also examined.

AB - This Review provides an in-depth account of the synthesis of spirocyclic indolenines. Over the last 77 years, a wide array of diverse synthetic methods has been developed in order to generate these synthetically useful and biologically important spirocyclic scaffolds. The main synthetic strategies discussed are grouped into three main categories, namely interrupted Fischer indolisations, dearomatisation reactions of indoles and condensation reactions. The historical background, common synthetic challenges, current state-of-the-art and future perspectives of this field are examined. Another round: A detailed account of spirocyclic indolenine synthesis over the last 77 years is provided. The synthetic strategies described include interrupted Fischer indolisations, dearomatisation reactions of indoles and condensation reactions, as well miscellaneous processes. Common synthetic challenges associated with these strategies are also examined.

KW - 3H-indoles

KW - Dearomatisation

KW - Indolenines

KW - Spirocycles

KW - Spiroindolenines

UR - http://www.scopus.com/inward/record.url?scp=84950241784&partnerID=8YFLogxK

U2 - 10.1002/chem.201503835

DO - 10.1002/chem.201503835

M3 - Review article

C2 - 26661053

SN - 0947-6539

VL - 22

SP - 2856

EP - 2881

JO - Chemistry : A European Journal (Weinheim an der Bergstrasse, Germany)

JF - Chemistry : A European Journal (Weinheim an der Bergstrasse, Germany)

IS - 9

ER -