Nitriles undergo alkylation at the Icirc plusmn position much like ketones undergo alkylation at the Icirc plusmn position The Icirc plusmn position of the nitrile is first deprotonated to give a resonance stabilized anion (like an enolate), which then functions as a nucleophile to attack the alkyl...

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Nitriles undergo alkylation at the Î± position much like ketones undergo alkylation at the Î± position. The

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Nitriles undergo alkylation at the Î± position much like ketones undergo alkylation at the Î± position.

1) LDA .CN .CN 2) RX

The Î± position of the nitrile is first deprotonated to give a resonance- stabilized anion (like an enolate), which then functions as a nucleophile to attack the alkyl halide.

(a) Draw the mechanism for this process.

(b) Using this process, show the reagents you would use to achieve the following transformation:

НО Br

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Organic Chemistry

ISBN: 978-0470917800

1st edition

Authors: David R. Klein

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Question Posted: Apr 30, 2018 06:22 AM

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Nitriles undergo alkylation at the Î± position much like ketones undergo alkylation at the Î± position. The

Question:

1) LDA .CN .CN 2) RX НО Br

Step by Step Answer:

Organic Chemistry

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