Synthesis of polycyclic 3,3′-spirooxindoles and some new 2-arylquinoxalines from (E/Z)- 1-(2-oxo-2-arylethylidene)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-2(1H)-ones,Journal of Molecular Structure

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Synthesis of polycyclic 3,3′-spirooxindoles and some new 2-arylquinoxalines from (E/Z)- 1-(2-oxo-2-arylethylidene)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-2(1H)-ones
Journal of Molecular Structure ( IF 4.0 ) Pub Date : 2022-01-19 , DOI: 10.1016/j.molstruc.2022.132445
Bahman Ebrahimi Saatluo _{1,

2} , Ruhollah Amanollahi ₁ , Hadi Zare Fazlelahi ₁ , Mehdi M. Baradarani ₁ , John A. Joule ₃

Affiliation

A facile protocol to access a novel series of spirocyclodiazepines from cyclocondensation of 1-(2-oxo-2-arylethylidene)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-2(1H)-ones (derived from 5,6-dihydro-1H-pyrrolo[3,2,1-ij]quinolone-1,2(4H)‑dione) with ethane-1,2-diamines and benzene-1,2-diamines, generates polycyclic spirooxindoles and unexpectedly produces 2-arylquinoxalines instead of spiro[indole-1,5-benzodiazepines], respectively, in the presence of p-TSA as an efficient catalyst in a green solvent.

中文翻译：

(E/Z)-1-(2-oxo-2-arylethyleneidene)-5,6-dihydro-4H-pyrrolo[3,2,1-] 合成多环 3,3'-spirooxindoles 和一些新的 2-arylquinoxalines ij]quinolin-2(1H)-ones

从 1-(2-oxo-2-arylethyleneidene)-5,6-dihydro-4 H -pyrrolo[3,2,1- ij ]quinolin-2(1 H的环缩合获得一系列新型螺环二氮杂卓的简便方案)-ones（衍生自 5,6-dihydro-1 H - pyrrolo[3,2,1- ij ]quinolone-1,2(4 H )-dione）与 ethane-1,2-diamines 和 benzo-1，在绿色溶剂中作为有效催化剂的p- TSA存在下，2-二胺生成多环螺氧吲哚并出人意料地分别生成 2-芳基喹喔啉而不是螺[吲哚-1,5-苯二氮卓] 。

更新日期：2022-01-24

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