Chemoselective arylation of phenols with bromo-nitroarenes: synthesis of nitro-biaryl-ols and their conversion into benzofurans and carbazoles.

Authors:
Dr Ajay Verma, PGDBT, MSc, PhD
Dr Ajay Verma, PGDBT, MSc, PhD
University of Liverpool
Postdoctoral Research Associate
Organic synthesis, Halogenation, Heterocycles, Organoselenium, Peptide Synthesis
Liverpool, England | United Kingdom
Moh Sattar, PhD
Moh Sattar, PhD
Indian Institute of Science Education and Research Bhopal
Ferrocene Chemistry, Directing group based metal catalysis for Cross coupling reactions, Synthetic Organic Chemistry, Heterocycle Synthesis, Transition metal free reactions, Anodic Oxidation Reactions in Electrocatalysis
Bhopal, Madhya Pradesh | India

Chem Commun (Camb) 2014 Aug;50(67):9481-4

Department of Chemistry, IISER Bhopal, Indore By-pass Road, Bhauri, Bhopal, Madhya Pradesh, India-462 066.

A series of electron withdrawing or donating group substituted phenols were chemoselectively arylated with various substituted bromo-nitroarenes using KO(t)Bu at room temperature via an SNAr pathway. The synthesis of natural alkaloids (carbazoles), dibenzofurans, and a biaryl-indole was achieved from the synthesized nitro-biaryl-ols.

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http://dx.doi.org/10.1039/c4cc03090gDOI Listing
August 2014
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