4.5 Article

One-Pot Synthesis of α-Amino Nitrile Units through Alkylative Strecker Cyanation from Formamides

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2021, Issue 25, Pages 3634-3640

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202100418

Keywords

alpha-Amino nitrile; Cyanation; Formamide; Strecker reaction; Titanium isopropoxide

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This work describes the one-pot synthesis of alpha-amino nitrile units through the concomitant addition of alkyl (or aryl) Grignard reagents and TMS cyanide, showing a broad scope, mild conditions, and high yields of numerous alpha-amino nitriles.
In this work, we describe the one-pot synthesis of alpha-amino nitrile units by the concomitant addition of alkyl (or aryl) Grignard reagents and TMS cyanide through alkylative Strecker cyanation from readily available formamides. The reaction is broad in scope and the conditions are mild, inexpensive, and easy to set-up, providing numerous alpha-amino nitriles in good yields (34 examples, 41-94 % yield).

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