Azaanthraquinone assembly from N-propargylamino quinone via iodine-induced 6-endo-dig electrophilic cyclization.
نویسندگان
چکیده
An efficient methodology taking advantage of the excellent nucleophilicity of aminoquinone to assemble the azaanthraquinone framework was developed via an iodine-induced 6-endo-dig electrophilic cyclization. Therefore, starting from N-propargylaminoquinones, various 3-iodo-1-azaanthraquinones were obtained in yields ranging from 45% to 90%. The metal-free protocol features facile installation of an iodine atom on the azaanthraquinone ring and benign functional group compatibility.
منابع مشابه
Nucleophilic and electrophilic cyclization of N-alkyne-substituted pyrrole derivatives: Synthesis of pyrrolopyrazinone, pyrrolotriazinone, and pyrrolooxazinone moieties
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متن کاملIodine-Mediated and Metal-Catalyzed Synthesis of Heterocycles via Electrophilic 6-endo-dig Ring Closure of Alkynes ABSTRACT SUBMITTED TO THE UNIVERSITY OF DELHI FOR THE AWARD OF THE DEGREE OF DOCTOR OF PHILOSOPHY
SUBMITTED TO THE UNIVERSITY OF DELHI FOR THE AWARD OF THE DEGREE OF DOCTOR OF PHILOSOPHY
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عنوان ژورنال:
- Organic & biomolecular chemistry
دوره 8 18 شماره
صفحات -
تاریخ انتشار 2010