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Bridgehead Bicyclo[4.4.0]boron Heterocycles: A One‐Pot Four‐Component Synthesis of Dibenzo[e,i][1,3,7,2]oxadiazaborecin‐8(7H)‐ones
Authors:Mehdi Adib  Sadegh Shabanibalajadeh  Ehsan Sheikhi  Mehdi Rahimi‐Nasrabadi  Long‐Guan Zhu
Institution:1. +98‐21‐66495291;2. School of Chemistry, College of Science, University of Tehran, Tehran, Iran;3. Department of Chemistry, Imam Hossein University, Tehran, Iran;4. Chemistry Department, Zhejiang University, Hangzhou, P. R. China
Abstract:A one‐pot four‐component synthesis of 6‐aryl‐6H‐dibenzoe,i]1,3,7,2]oxadiazaborecin‐8(7H)‐ones is described. Heating a mixture of isatoic anhydride and a benzylamine afforded the corresponding anthranilamide derivative, which was condensed with a 2‐hydroxybenzaldehyde and an arylboronic acid under solvent‐free conditions to produce bridgehead bicyclo4.4.0]‐boron heterocycles in good to excellent yields. Single‐crystal X‐ray analysis conclusively confirms the structures of the obtained bridgehead bicyclic 6–6 heterocyclic compounds.
Keywords:Isatoic anhydride  Benzylamines  2‐Hydroxybenzaldehydes  Arylboronic acids  Bridgehead bicyclo[4  4  0]boron heterocycles  Multicomponent reactions
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