咪唑的合成（共篇）.docVIP

咪唑的合成（共2篇） 以下是网友分享的关于咪唑的合成的资料2篇，希望对您有所帮助，就爱阅读感谢您的支持。 苯并咪唑的合成篇一 Weinreb amide as an ef?cientreagent in the one pot synthesis of benzimidazoles and benzothiazoles Yadaganahalli K. Bommegowda a , Gejjalagere S. Lingaraju a , Saji Thamas b , Koravangala S. Vinay Kumar a , Challanayakanahally S. Pradeepa Kumara a , Kanchugarakoppal S. Rangappa a , ?, Marilinganadoddi P. Sadashiva a , ? a b Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570006, India Jubilant Life Sciences Ltd., C-26, Sector 59, Noida 201301, India a r t i c l e i n f o a b s t r a c t One pot synthesis of 2-substituted benzimidazoles/benzothiazolesthrough condensation is followed by cyclization of Weinreb amide with o -diaminoarene or o -aminothiophenol is reported. In the presence of boron tri?uorideetherate in 1,4-dioxane solvent, a high yield (75–94%)was achieved within 60min. Weinreb amide shows high selectivity in the reaction, even in presence of other active functional groups such as carboxyl, halogen, cyano, and methoxy. Article history: Received 31December 2012Revised 9March 2013Accepted 13March 2013 Available online 23March 2013Keywords: Weinreb amide Benzimidazoles Benzothiazoles Boron tri?uorideetherate o -Diaminoarene o -Aminothiophenol ó2013Elsevier Ltd. All rights reserved. 2-Substituted benzimidazoles and benzothiazoles have gained importance in medicinal chemistry. They have been in use as anti-in?ammatory,1a antimicrobial, 1b anti-ulcer, 1c antihelmentic, 1c antihypertensive, 1d anti-analgesic, 1e antivirus, 1f and anticancer agents. 1g The general method of synthesis of 2-substituted benzim-idazoles involves the reaction between o -diaminoarene and a car-boxylic acid or an acid chloride or nitrile or imadates or ortho esters. The condensation of arenealdehyde with 1,2-diaminoben-zene to form a Schiff base which undergoes intramolecular cycliza-tion generating a dihydrobenzimidazole which undergoes dehydrogenation by 1,4-benzoquinone. 2Alternative