Regiochemistry of the microwave-assisted reaction between aromatic amines and α-bromoketones to yield substituted 1 H-indoles

…, E Aldaba, A Arrieta, JL Pizarro, MI Arriortua…

Index: Vara, Yosu; Aldaba, Eneko; Arrieta, Ana; Pizarro, Jose L.; Arriortua, Maria I.; Cossio, Fernando P. Organic and Biomolecular Chemistry, 2008 , vol. 6, # 10 p. 1763 - 1772

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Citation Number: 19

Abstract

The scope and regioselectivity of the Bischler (or Bischler–Möhlau) reaction between aromatic amines and α-bromoketones has been studied by computational and experimental techniques. It has been found that in many cases the reaction yields are improved under microwave irradiation and working in the absence of solvent. When di-and trisubstituted amines are used as substrates the regioselectivity of the reaction is different to that ...