Synthesis of Isoindolo[2,1‐ a ]quinazoline‐5,11‐dione Derivatives  via  the Reductive One‐Pot Reaction of  N ‐Substituted 2‐Nitrobenzamides and 2‐Formylbenzoic Acids | Zendy

Mahdavi Mohammad | Zendy; Najafi Ramin | Zendy; Saeedi Mina | Zendy; Alipour Eskandar | Zendy; Shafiee Abbas | Zendy; Foroumadi Alireza | Zendy

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Synthesis of Isoindolo[2,1‐ a ]quinazoline‐5,11‐dione Derivatives via the Reductive One‐Pot Reaction of N ‐Substituted 2‐Nitrobenzamides and 2‐Formylbenzoic Acids

Author(s) -

Mahdavi Mohammad,

Najafi Ramin,

Saeedi Mina,

Alipour Eskandar,

Shafiee Abbas,

Foroumadi Alireza

Publication year - 2013

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.201200199

Subject(s) - chemistry , nitro , nucleophile , medicinal chemistry , quinazoline , nucleophilic substitution , ring (chemistry) , stereochemistry , organic chemistry , catalysis , alkyl

Various isoindolo[2,1‐ a ]quinazoline‐5,11‐dione derivatives 3 were synthesized in good yields by means of the reductive reaction of N ‐substituted 2‐nitrobenzamides 1 and 2‐formylbenzoic acids 2 in the presence of SnCl 2 ⋅2 H 2 O under reflux in EtOH ( Scheme, Table ). The procedure needed two steps, the reduction of the nitro group of the 2‐nitrobenzamide and ring closure by nucleophilic addition of the NH 2 group to both the formyl and carboxylic acid CO groups.

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