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- Title
Tert‐Butyl Nitrite‐initiated C−N Bond Cleavage of 1‐Nitromethyl‐N‐aryltetrahydroisoquinolines: Synthesis of Furoxans with N−NO Skeleton.
- Authors
Sun, Zheng; Zhang, Shuwei; Ma, Qiyuan; Li, Yuemei; Ding, Han; Yuan, Yu; Jia, Xiaodong
- Abstract
A series of furoxan derivatives with N‐nitroso groups were synthesized in good yields by TBN initiated radical sp3 C−N bond cleavage of 1‐nitromethyl‐N‐aryltetrahydroisoquinolines. This reaction grafts the biologically important furoxan skeleton and N‐nitroso group into on molecule, greatly improving the molecular complexity in one step transformation. The mechanistic study shows that this reaction is mediated by the in situ generated α‐carbonyl nitrile oxide, which is afforded by TBN promoted C−N bond cleavage.
- Subjects
FURAZANS; SKELETON; NITRILE oxides; SCISSION (Chemistry)
- Publication
Chemistry - An Asian Journal, 2023, Vol 18, Issue 5, p1
- ISSN
1861-4728
- Publication type
Article
- DOI
10.1002/asia.202201265