A Convenient and Facile Hantzsch Synthesis of Aryl Imidazo[1,2-b]Isoxazolyl-N-aryl Thiazol Amines

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• 作者：E. Rajanarendar ; K. Thirupathaiah ; S. Ramakrishna and D. Nagaraju
• 刊名：Journal of Heterocyclic Chemistry
• 出版年：2016
• 出版时间：November 2016
• 年：2016
• 卷：53
• 期：6
• 页码：1983-1989
• 全文大小：503K
• ISSN：1943-5193

文摘

The Hantzsch synthesis of novel aryl imidazo[1,2-b]isoxazolyl-N-aryl thiazol amines s:#jhet2518-eo-0017"> analogues were described. Reaction of 3-aminoisoxazole s:#jhet2518-eo-0001"> with substituted phenacyl bromides s:#jhet2518-eo-0002"> in dry ethanol afforded the corresponding 6-methyl-3-arylimidazo[1,2-b]isoxazoles s:#jhet2518-eo-0003"> in good yields. Compounds s:#jhet2518-eo-0003"> on reaction with s:w="http://www.wiley.com/namespaces/wiley" xmlns:cr="urn://wiley-online-library/content/render" xmlns:mml="http://www.w3.org/1998/Math/MathML" id="jhet2518-eo-2001"><span class="TH_term1 TH_term3">chloroacetyl chloridespan> in 1,4-dioxane furnished the corresponding 2-chloro-1-(6-methyl-3-arylimidazo[1,2-b]isoxazol-2-yl)ethanones s:#jhet2518-eo-0010">. Compounds s:#jhet2518-eo-0010"> on heating with N-aryl thioureas in an oil bath underwent <span class="TH_term4">cyclizationspan> to afford the title compounds viz., imidazo[1,2-b]isoxazolyl-N-aryl thiazol amines s:#jhet2518-eo-0017"> in moderate to good yields by Hantzsch synthesis.