- An optimized procedure for direct access to 1: H -indazole-3-carboxaldehyde derivatives by nitrosation of indoles
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Indazole derivatives are currently drawing more and more attention in medicinal chemistry as kinase inhibitors. 1H-indazole-3-carboxaldehydes are key intermediates to access to a variety of polyfunctionalized 3-substituted indazoles. We report here a general access to this motif, based on the nitrosation of indoles in a slightly acidic environment. These very mild conditions allow the conversion of both electron-rich and electron-deficient indoles into 1H-indazole-3-carboxaldehydes.
- Chevalier, Arnaud,Ouahrouch, Abdelaaziz,Arnaud, Alexandre,Gallavardin, Thibault,Franck, Xavier
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p. 13121 - 13128
(2018/04/23)
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- Flash vacuum pyrolysis of 1-azolyl-1-phenylhydrazono-2-propanones
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(Chemical Equation Presented) Flash vacuum pyrolysis (FVP) of 1-(2-arylhydrazono)-1-(1H-1,2,4-triazol-1-yl)acetone 8a-c at 650°C and 2.67 Pa yielded 5-substituted 1-(1H-indazol-3-yl)ethanone 14a-c and 4,6-disubstituted cinnoline 18a-c. Similarly FVP of 1-(1H-benzo[d]imidazol-1-yl)-1-(2- phenylhydrazono)acetone 9a-c gave 8H-benzo[4′,5′]imidazo[2′, 1′:5,1]pyrrolo[2,3-c]cinnoline derivatives 23a-c. A plausible mechanism is suggested to account for their transformation based on the kinetics and products of reaction.
- El-Dusouqui, Osman M. E.,Abdelkhalik, Mervat M.,Al-Etaibi, Alya M.,Dib, Hicham H.,Al-Awadi, Nouria A.
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p. 219 - 222
(2008/03/27)
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