Efficient and stereoselective one-pot synthesis of benzo[b]oxazolo[3,4-d][1,4]oxazin-1-ones

Hongyi Zhao; Wenting Zhao; Shihao Cheng; Haijia Lu; Dongfeng Zhang; Haihong Huang

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Efficient and stereoselective one-pot synthesis of benzo[b]oxazolo[3,4-d][1,4]oxazin-1-ones

机译：苯并[B]恶唑的高效和立体选择性单罐合成[3,4-D] [1,4]恶唑蛋白-1-唑.

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An efficient and mild one-pot convergent synthesis protocol has been developed for benzo[ b ]oxazolo[3,4- d ][1,4]oxazin-1-one derivatives through the Mitsunobu reaction and sequential cyclization. Various tricyclic fused benzoxazinyl-oxazolidinones (20 examples) were obtained in good to excellent yields and high enantioselectivities with facile operation. Furthermore, four stereoisomers were afforded respectively in high ee values (>97.8%) via using different chiral 2,3-epoxy-4-trityloxybutanol. This methodology has been applied to the synthesis of key intermediates of drug candidates.

机译：通过Mitsunobu反应和顺序环化已经为苯并[B]恶唑[3,4-D] [3,4-D] [3,4-D] [1,4]衍生物开发了一种有效和温和的单壶收敛合成方案。各种三环熔融苯并恶唑嗪 - 恶唑烷酮（20实例）良好地获得优异的产率和高对映射性，具有容易操作。此外，通过使用不同的手性2,3-环氧-4- Trityloxylanol，分别在高EE值（> 97.8％）中得到四种立体异构体。该方法已应用于毒品候选人的关键中间体的合成。

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《RSC Advances》 |2020年第40期|共8页
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Hongyi Zhao; Wenting Zhao; Shihao Cheng; Haijia Lu; Dongfeng Zhang; Haihong Huang;
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1. Efficient and stereoselective one-pot synthesis of benzo[b]oxazolo[3,4-d][1,4]oxazin-1-ones [J] . Zhao Hongyi, Zhao Wenting, Cheng Shihao, RSC Advances . 2020,第40期

机译：苯并[B]恶唑的高效和立体选择性单罐合成[3,4-D] [1,4]恶唑蛋白-1-唑.
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Efficient and stereoselective one-pot synthesis of benzo[b]oxazolo[3,4-d][1,4]oxazin-1-ones

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