Synthesis of substituted 1,4-diazepines and 1,5-benzodiazepines using an efficient heteropolyacid-catalyzed procedure.
نویسندگان
چکیده
An efficient and improved procedure for the synthesis of 1,4-diazepine and 1,5-benzodiazepine derivatives via the reaction of ketimine intermediates with aldehydes in the presence of Keggin-type heteropolyacids (HPAs) was developed. High yields and short reaction times were obtained for both electron-releasing and electron-withdrawing substituted 1,4-diazepine and 1,5-benzodiazepines derivatives.
منابع مشابه
Furan ring opening-pyrrole ring closure: a new synthetic route to aryl(heteroaryl)-annulated pyrrolo[1,2-a][1,4]diazepines.
A method of synthesis of pyrrolo[1,2-a][1,4]benzodiazepines is described. This method is based on the recyclization of N-(furfuryl)anthranilamides under treatment with an aq. HCl/AcOH system and allows one to form both diazepine and pyrrole rings in one step. The reaction proceeds via furan ring opening into a diketone moiety followed by consecutive interaction of the NH(2)-group with both carb...
متن کاملGreen Multicomponent Synthesis of Benzodiazepines in the Presence of CuFe2O4 as an Efficient Magnetically Recyclable Nanocatalyst under Solvent-Free Ball-Milling Conditions at Room Temperature
In this work, an efficient and green procedure for the synthesis of various substituted 1,5-benzodiazepine derivatives via a one-pot three-component catalytic reaction has been described. The reaction was conducted between o-phenylenediamine, dimedone and aldehyde derivatives in the presence of CuFe2O4 nanoparticles as a magnetic heterogeneous nanocatalyst under ball-milling conditions at room ...
متن کاملAn Improved Process for the Synthesis of 4H-Imidazo[1,5-a][1,4]benzo- diazepines An Improved Synthesis of 4H-Imidazo[1,5-a][1,4]benzodiazepines
Imidazo[1,5-a][1,4]benzodiazepines are well documented to exhibit potent activity at GABAA/Bz receptors. This series belongs to one of the very few chemical families, which have been extensively investigated for GABAA/Bz receptor mediated activity.1,2 Flumazenil (Ro 15-1788), an imidazo[1,5-a][1,4]benzodiazepine, was earlier shown to bind to central GABAA receptors with little or no intrinsic a...
متن کاملNatural kaolin as an efficient recyclable catalyst for the synthesis of new 2,4-disubstituted quinolines
Substituted 2, 4- diphenyl quinolines were synthesized by a multicomponent domino reaction of anilines, aldehydes and terminal aryl alkynes. The synthetic pathway involves the formation of an imine, followed by the intermolecular addition of an alkyne to the imine. This intermediate immediately undergoes ring closure and oxidative aromatization. The reaction is catalyzed by natural kaolin, a st...
متن کاملNatural kaolin as an efficient recyclable catalyst for the synthesis of new 2,4-disubstituted quinolines
Substituted 2, 4- diphenyl quinolines were synthesized by a multicomponent domino reaction of anilines, aldehydes and terminal aryl alkynes. The synthetic pathway involves the formation of an imine, followed by the intermolecular addition of an alkyne to the imine. This intermediate immediately undergoes ring closure and oxidative aromatization. The reaction is catalyzed by natural kaolin, a st...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Molecules
دوره 16 1 شماره
صفحات -
تاریخ انتشار 2010