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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(7 H )‐ones
Author(s) -
Adib Mehdi,
Shabanibalajadeh Sadegh,
Sheikhi Ehsan,
RahimiNasrabadi Mehdi,
Zhu LongGuan
Publication year - 2016
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201500534
Subject(s) - chemistry , bicyclic molecule , benzylamine , boron , component (thermodynamics) , derivative (finance) , solvent , organic chemistry , medicinal chemistry , stereochemistry , physics , financial economics , economics , thermodynamics
A one‐pot four‐component synthesis of 6‐aryl‐6 H ‐dibenzo[ e , i ][1,3,7,2]oxadiazaborecin‐8(7 H )‐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 bicyclo[4.4.0]‐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.