Citation: Xiao Yuan CHEN, Wei Hui ZHONG, Yong Min ZHANG. A New Approach to 2,3-Dihydro-1H-1,5-Benzodiazepines from the Reaction of o-Nitrophenylazide with α,β-Unsaturated Ketones Promoted by Samarium Diiodide[J]. Chinese Chemical Letters, ;2001, 12(1): 5-6. shu

A New Approach to 2,3-Dihydro-1H-1,5-Benzodiazepines from the Reaction of o-Nitrophenylazide with α,β-Unsaturated Ketones Promoted by Samarium Diiodide

1.
Department of Chemistry Zhejiang University at Xixi Campus Hangzhou 310028;
2.
Laboratory of Organometallic Chemistry Chinese Academy of Sciences Shanghai 200032;
3.
Department of Chemistry Hunan Jishou University Jishou 416000

Received Date: 30 June 2000

Fund Project: We thank the National Natural Science Foundation of China (Project No.29872010) and NSF of Zhejiang province for financial support.

o-Nitrophenylazide was reduced by SmI₂ in anhydrous THF at room temperature to produce active intermediate 2 (samarium amide), "living" double-anion in situ which reacted smoothly with α,β-unsaturated ketones to afford 2,3-dihydro-1H-1,5-benzodiazepines in good yields under mild and neutral conditions.
- Samarium diiodide,
- reduction,
- nitro group,
- azide,
- 2,3-dihydro-1H-1,5-benzodiazepine.
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