Deproto-metallation of N-arylated pyrroles and indoles using a mixed lithium–zinc base and regioselectivity-computed CH acidity relationship

Deproto-metallation of N-arylated pyrroles and indoles using a mixed lithium–zinc base and regioselectivity-computed CH acidity relationship

The synthesis of N-arylated pyrroles and indoles is documented, as well as their functionalization by deprotonative metallation using the base in situ prepared from LiTMP and ZnCl2·TMEDA (1/3 equiv). With N-phenylpyrrole and -indole, the reactions were carried out in hexane containing TMEDA which re...

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Bibliographic Details
Main Authors: Mohamed Yacine Ameur Messaoud, Ghenia Bentabed-Ababsa, Madani Hedidi, Aïcha Derdour, Floris Chevallier, Yury S. Halauko, Oleg A. Ivashkevich, Vadim E. Matulis, Laurent Picot, Valérie Thiéry, Thierry Roisnel, Vincent Dorcet, Florence Mongin
Format: Article
Language:English
Published: Beilstein-Institut 2015-08-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
CH acidity
indoles
iodolysis
mixed lithium–zinc bases
pyrroles
Online Access:https://doi.org/10.3762/bjoc.11.160

Internet

https://doi.org/10.3762/bjoc.11.160

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