A convenient approach to β-heteroarylated (C–N bond) ketones from Cs 2 CO 3 promoted reaction between propargyl alcohols and nitrogen-heterocycles

M Bhanuchandra, MR Kuram, AK Sahoo

Index: Bhanuchandra; Kuram, Malleswara Rao; Sahoo, Akhila K. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 17 p. 3538 - 3555

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Citation Number: 10

Abstract

An efficient and direct approach to β-heteroarylated (C–N bond) ketones is demonstrated. Base promoted redox isomerization of propargyl alcohol to α, β-unsaturated ketone followed by conjugate addition to NH-heteroarenes affords a wide range of β-heteroarylated ketones in good to excellent yields. Aryl, heteroaryl, alkyl C (sp), and terminal alkynes containing unactivated propargyl alcohols effectively undergo redox-isomerization conjugate addition ...