Preparation of Highly Functionalized Grignard Reagents by an Iodine-Magnesium Exchange Reaction and its Application in Solid-Phase Synthesis

Boymond, Laure; Rottländer, Mario; Cahiez, Gérard; Knochel, Paul

doi:10.1002/(sici)1521-3773(19980703)37:12<1701::aid-anie1701>3.0.co;2-u

Public

Preparation of Highly Functionalized Grignard Reagents by an Iodine-Magnesium Exchange Reaction and its Application in Solid-Phase Synthesis

Published in Angewandte Chemie International Edition • Jul 3, 1998

Authors:

Laure Boymond

Mario Rottländer

Gérard Cahiez

Abstract

At -40°C aryl iodides that contain other functional groups can be selectively converted into Grignard reagents, which react with electrophiles such as benzaldehyde in the usual manner [Eq. (a)]. Aryl bromides and iodides that are immobilized as esters on a Wang resin behave analogously.

Subject

Electrophile

Aryl

Reagent

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