67333-67-9Relevant academic research and scientific papers
The use of Hagemann's Esters to prepare highly functionalized phenols and benzenes
Majetich, George,Allen, Scott
, p. 104 - 124 (2012/11/07)
Hagemann's esters can be converted into highly functionalized phenols or arenes. The systematic functionalization of Hagemann's ester derivatives permits the preparation of tri-and tetraalkyl-substituted phenols or tetra-, penta-, and hexaalkyl-substituted benzenes. Kotnis's aromatization procedure was found to be solvent dependent, and Suzuki couplings were found to be sensitive to steric hindrance. Wittig olefination and ortho-Claisen reactions were reliable means to introduce alkyl substituents at C-4 and/or C-5 positions, respectively. The acid-promoted dehydration of tertiary alcohol 46 to produce enone 47, followed by its selective alkylation (cf. 48) is new. ARKAT USA, Inc.
A New Annulation Reagent, 2-Oxo-3-alkenylphosphonates. Reactions with Carbonyl-Stabilized Carboanions or Silyl Enol Ethers Leading to Cyclohexanones
Wada, Eiji,Funakoshi, Junji,Kanemasa, Shuji
, p. 2456 - 2464 (2007/10/02)
The reactions of 2-oxo-3-alkenylphosphonates with carbonyl-stabilized carbanions directly lead to 2-cyclohexen-1-ones through a sequence of Michael reaction and intramolecular Horner-Emmons olefination.On the other hand, the Lewis acid-mediated reactions with silyl enol ethers produce 1,5-diketones as Michael adducts, which then undergo cyclization on treatment with sodium hydride or triethylamine/zinc (II) bromide to afford 2-cyclohexen-1-ones or 2-phosphinyl-2-cyclohexen-1-ones, respectively.
Process for the preparation of condensation products of acetoacetic esters and aldehydes
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, (2008/06/13)
The known condensation reaction of lower alkanoylacetic acid lower alkyl esters with aldehydes catalyzed by amines proceeds safe and in high yields if the amineis an aliphatic tertiary amine. The products are precursors of aromatic amines.
