Efficient synthesis of 2-aryl-2: H -indazoles by base-catalyzed benzyl C-H deprotonation and cyclization
A straightforward and efficient method for the preparation of 2-aryl-2H-indazoles from ortho-alkyl substituted azoxybenzenes is presented. The reaction proceeds through base-catalyzed benzyl C-H deprotonation and cyclization to afford 2-aryl-2H-indazoles
Room-Temperature, Metal-Free, and One-Pot Preparation of 2H-Indazoles through a Mills Reaction and Cyclization Sequence
The Mills reaction and cyclization of readily available 2-aminobenzyl alcohols and nitrosobenzenes using thionyl bromide provided 2H-indazoles in up to 88 % yields. In the metal-free process, acetic acid played a crucial role for the both Mills reaction and cyclization. A brominated 2H-indazole could also be obtained through the one-pot sequence.
Iminyl radicals, generated by oxidation of the corresponding O-carboxymethoximes with persulfate, do not cyclise onto an ajacent azo group but the structurally related iminoxyls cyclise to give indazoles.ESR evidence is presented for the intramolecular ad
Atmaram, Shiravanate,Forrester, Alexander R.,Gill, Melvyn,Napier, Russell J.,Thomson, Ronald H.
p. 641 - 648
(2007/10/02)
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