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Sequential (3 + 2) cycloaddition and (5 + n) annulation for modular synthesis of dihydrobenzoxazines, tetrahydrobenzoxazepines and tetrahydrobenzoxazocines
Green Chemistry ( IF 9.3 ) Pub Date : 2018-06-12 , DOI: 10.1039/c8gc01099d
Alex Muthengi 1, 2, 3, 4 , Xiaofeng Zhang 1, 2, 3, 4 , Gagan Dhawan 5, 6, 7, 8, 9 , Wensheng Zhang 10, 11, 12, 13 , Francesca Corsini 1, 2, 3, 4 , Wei Zhang 1, 2, 3, 4
Affiliation  

A two-step method for the (3 + 2) cycloaddition of azomethine ylides followed by a double SN2 substitution-based (5 + n) annulation is introduced for the modular synthesis of dihydrobenzoxazine, tetrahydrobenzoxazepine and tetrahydrobenzoxazocine derivatives. After a quick water wash without further purification, the (3 + 2) cycloaddition intermediates were used for the (5 + n) annulation to afford products. Green chemistry metrics analysis of the synthetic processes provided favorable results.

中文翻译:

顺序(3 + 2)环加成和(5 + n)环化,用于模块合成二氢苯并恶嗪,四氢苯并a氮杂和四氢苯并恶唑嗪

为二氢苯并恶嗪,四氢苯并氮杂ze庚因和四氢苯并恶唑啉衍生物的模块合成,引入了两步法(3 + 2)环加成甲亚胺基团,然后进行双S N 2取代(5 + n)环化。在未经进一步纯化的情况下,快速水洗后,将(3 + 2)环加成中间体用于(5 + n)环化,得到产物。合成过程的绿色化学指标分析提供了令人满意的结果。
更新日期:2018-07-02
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