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Studies Of One-pot Synthesis Of Subsitituted Thieno "2,3-b" Pyridines From Enaminones

Posted on:2012-08-13Degree:MasterType:Thesis
Country:ChinaCandidate:B C GaoFull Text:PDF
GTID:2131330335950088Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Thienopyridines derivatives represent a class of important and well-studied heterocycles. Pyridines and their benzo/hetero-fused analogues have emerged as an important class of aza-heterocycles for their presence in numerous natural products and synthetic organic compounds along with diverse biophysio-and pharmacological activities, However, the traditional synthesis of fused-heterocyclic compounds are often need multi-step, harsh reaction conditions, expensive catalysts, complex operating procedures. So, introduction of a simple protocol for the synthesis of a novel class of substituted thienopyridines is important.In recent years, as the rapid development of organic chemistry, enaminone has become an important organic synthetic intermediates, particularly in heterocyclic synthesis, and continues to be an active area of research today. Many valuble azo-compounds can be prepared from enaminones, for example, pyrrole, oxazoles,pyridinones and quinolines.In the present work, we achieved an efficient synthesis of thieno[2,3-b]pyridine compounds from enaminones based on their special structural properties. We determined the optimizing conditions through screening of the catalyst, solvent, temperature etc., and several series heterocyclic compounds were synthesized under optimal conditions. The advantagesof our synthesis are:(1) Ready-made, low-cost raw materials:Acetoacetarylamides are important chemical raw materials, synthetic simple, cheap, and very convenient for transport and storage.(2) Short reaction time and high yield, and the reaction showed high chemical selectivity, regioselectivity(3) In this paper, we used a method that synthesized compounds in one pot. This method was operated facilely and conveniently. The method accorded with green chemistry theory and illustrated friendly environment principle.
Keywords/Search Tags:Enaminones, thieno[2,3-b]pyridine, synthesis, one pot
PDF Full Text Request
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