Sequential (3 + 2) cycloaddition and (5 + n) annulation for modular synthesis of dihydrobenzoxazines, tetrahydrobenzoxazepines and tetrahydrobenzoxazocines,Green Chemistry

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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 S_N2 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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