167145-50-8Relevant academic research and scientific papers
Palladium-catalyzed aerobic synthesis of: Ortho -substituted phenols from cyclohexanones and primary alcohols
Zeng, Huiying,Yu, Jianjin,Li, Chao-Jun
, p. 1239 - 1242 (2020)
Due to the importance of phenols as structural cores and precursors of chemical products, synthesis of site-specific substituted phenols is highly desirable and a significant challenge. An aerobic palladium-catalyzed site-specific synthesis of ortho-substituted phenols from cyclohexanones and primary alcohols via an oxidation/aldol/dehydration/aromatization process has been developed. Various substituted cyclohexanones and primary alcohols are successfully transformed into ortho-substituted phenols. In addition, this catalytic reaction uses air as the terminal oxidant and generates water as the sole by-product. Furthermore, the method can also be extended to polyhydroxyl substituted substrates with high chemoselectivity between primary and secondary alcohols. This method provides a greener tool for synthesizing primary alkyl ortho-substituted phenols.
Dearomatization-Rearomatization Strategy for ortho-Selective Alkylation of Phenols with Primary Alcohols
Yu, Jianjin,Li, Chao-Jun,Zeng, Huiying
supporting information, p. 4043 - 4048 (2020/12/18)
Phenols are common precursors and core structures of a variety of industrial chemicals ranging from pharmaceuticals to polymers. However, the synthesis of site-specifically substituted phenols is challenging, and thus the development of new methods for this purpose would be highly desirable. Reported here is a protocol for palladium-catalyzed ortho-selective alkylation reactions of phenols with primary alcohols by a dearomatization-rearomatization strategy, with water as the sole by-product. Various substituted phenols and primary alcohols were compatible with the standard reaction conditions. The detailed mechanism of this transformation was also investigated.
[2-ω-phenylalkyl)phenoxy]alkylamines: Synthesis and dual dopamine2 (D2) and 5-hydroxytryptamine2 (5-HT2) receptor antagonistic activities
Tanaka, Naoki,Goto, Riki,Ito, Rie,Hayakawa, Miho,Ogawa, Taketoshi,Fujimoto, Koichi
, p. 639 - 646 (2007/10/03)
A series of [2-(ω-phenylalkyl)phenoxy]alkylamines was synthesized and their 5-hydroxytryptamine2 (5-HT2) and/or dopamine2 (D2) receptor antagonistic activities were examined in vitro. [2-(4- Phenylbutyl)phenoxy]
ALPHA-OMEGA-DIARYLALKANE COMPOUNDS SEROTONIN-2 RECEPTOR AGONISTS
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, (2008/06/13)
Compounds of formula (I): STR1 [wherein: R 1 is aryl; R 2 is hydrogen, alkyl, alkoxy, halogen or cyano; R 3 is a group of formula--B--NR 4 R 5, where R 4 and R 5 are independently hydrogen, alkyl or substituted alkyl or R 4 and R 5, together with the nitr
