Synthesis

Efficient Synthesis of Tetrahydro-β-carbolin-1-one and Dihydroisoquinolin-1-one Derivatives as Versatile Intermediates

KE Judd, MF Mahon, L Caggiano

Index: Judd, Katie E.; Mahon, Mary F.; Caggiano, Lorenzo Synthesis, 2009 , # 16 p. 2809 - 2817

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Citation Number: 9

Abstract

Abstract An efficient one-pot procedure is described in which an isocyanate intermediate, generated from the corresponding carboxylic acid by a modified Curtius rearrangement, is captured by a tethered aromatic ring in the presence of BF 3 OEt 2 to generate various lactams, including tetrahydro-β-carbolin-1-one and dihydroisoquinolin-1-one derivatives.

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