Study of the Chemoselectivity of Grignard Reagent Addition to Substrates Containing Both Nitrile and Weinreb Amide Functionalities

Harikrishna, Kommidi ; Rakshit, Ananya ; Aidhen, Indrapal Singh (2013) Study of the Chemoselectivity of Grignard Reagent Addition to Substrates Containing Both Nitrile and Weinreb Amide Functionalities European Journal of Organic Chemistry, 2013 (22). pp. 4918-4932. ISSN 1434-193X

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Official URL: http://doi.org/10.1002/ejoc.201300622

Related URL: http://dx.doi.org/10.1002/ejoc.201300622

Abstract

The reactions of various substrates containing both nitrile and Weinreb amide functionalities with Grignard reagents have been studied. The Weinreb amide reacts chemoselectively with excess Grignard reagent to give the corresponding cyano ketones in good yields. This chemoselectivity has been exploited for the synthesis of a key coumarin intermediate towards the 5-lipoxygenase inhibitor MK-0633.

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Deposited On:24 Nov 2022 06:10
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