Literature DB >> 35495552

Regioselective alkylation of 2,4-dihydroxybenzyaldehydes and 2,4-dihydroxyacetophenones.

Aziza Frank1, Negar Hamidi1, Fengtian Xue1.   

Abstract

We report a cesium bicarbonate-mediated alkylation of 2,4-dihydroxybenzyaldehyde and 2,4-dihydroxyacetophenone to generate 4-alkylated products in acetonitrile at 80 °C with excellent regioselectivity, up to 95% isolated yields, and broad substrate scope.

Entities:  

Keywords:  Alkylation; Cesium bicarbonate; Regioselective; Scalable

Year:  2022        PMID： 35495552      PMCID： PMC9053733          DOI： 10.1016/j.tetlet.2022.153755

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.032


  38 in total

1.  Single-Site Labeling of Native Proteins Enabled by a Chemoselective and Site-Selective Chemical Technology.

Authors:  Srinivasa Rao Adusumalli; Dattatraya Gautam Rawale; Usha Singh; Prabhanshu Tripathi; Rajesh Paul; Neetu Kalra; Ram Kumar Mishra; Sanjeev Shukla; Vishal Rai
Journal:  J Am Chem Soc       Date:  2018-10-26       Impact factor: 15.419

2.  β-Hydroxy-Stabilized Boron-Nitrogen Heterocycles Enable Rapid and Efficient C-Terminal Protein Modification.

Authors:  Han Gu; Saptarshi Ghosh; Richard J Staples; Susan L Bane
Journal:  Bioconjug Chem       Date:  2019-09-18       Impact factor: 4.774

3.  Design, synthesis and biological evaluation of 2-acetyl-5-O-(amino-alkyl)phenol derivatives as multifunctional agents for the treatment of Alzheimer's disease.

Authors:  Zhipei Sang; Keren Wang; Huifang Wang; Huijuan Wang; Qianwen Ma; Xue Han; Mengyao Ye; Lintao Yu; Wenmin Liu
Journal:  Bioorg Med Chem Lett       Date:  2017-09-28       Impact factor: 2.823

4.  Chiral Bent-Shaped Molecules Exhibiting Unusually Wide Range of Blue Liquid-Crystalline Phases and Multistimuli-Responsive Behavior.

Authors:  Vidhika Punjani; Golam Mohiuddin; Supreet Kaur; Angshuman Roy Choudhury; Sathyanarayana Paladugu; Surajit Dhara; Sharmistha Ghosh; Santanu Kumar Pal
Journal:  Chemistry       Date:  2020-04-21       Impact factor: 5.236

5.  Migratory ability of quinone methide-generating acridine conjugates in DNA.

Authors:  Blessing D Deeyaa; Steven E Rokita
Journal:  Org Biomol Chem       Date:  2020-02-26       Impact factor: 3.876

6.  Role of the central metal ion and ligand charge in the DNA binding and modification by metallosalen complexes.

Authors:  S S Mandal; U Varshney; S Bhattacharya
Journal:  Bioconjug Chem       Date:  1997 Nov-Dec       Impact factor: 4.774

7.  Synthesis, characterization, optical absorption/fluorescence spectroscopy, and second-order nonlinear optical properties of aggregate molecular architectures of unsymmetrical Schiff-base zinc(II) complexes.

Authors:  Ivan Pietro Oliveri; Salvatore Failla; Alessia Colombo; Claudia Dragonetti; Stefania Righetto; Santo Di Bella
Journal:  Dalton Trans       Date:  2014-02-07       Impact factor: 4.390

8.  A tryptamine-paeonol hybridization compound inhibits LPS-mediated inflammation in BV2 cells.

Authors:  Eun-Hye Jung; Ji-Sun Hwang; Mi-Youn Kwon; Kyung-Hong Kim; Hyeongjin Cho; In Kyoon Lyoo; Sujeong Shin; Jeong-Ho Park; Inn-Oc Han
Journal:  Neurochem Int       Date:  2016-08-25       Impact factor: 3.921

9.  Ultrasound and microwave assisted synthesis of dihydroxyacetophenone derivatives with or without 1,2-diazine skeleton.

Authors:  Gheorghita Zbancioc; Ana Maria Zbancioc; Ionel I Mangalagiu
Journal:  Ultrason Sonochem       Date:  2013-10-02       Impact factor: 7.491

10.  Lactonization as a general route to β-C(sp3)-H functionalization.

Authors:  Zhe Zhuang; Jin-Quan Yu
Journal:  Nature       Date:  2019-12-11       Impact factor: 49.962
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