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Nitrative Spirocyclization Mediated by TEMPO: Synthesis of Nitrated Spirocycles from N-Arylpropiolamides, tert-Butyl Nitrite and Water.
- Source :
- Advanced Synthesis & Catalysis; Apr2015, Vol. 357 Issue 6, p1161-1166, 6p
- Publication Year :
- 2015
-
Abstract
- A new method for the nitrative spirocyclization of alkynes is described. This method involves the oxidative difunctionalization of alkynes initiated by a radical attack pathway using t-BuONO ( tert-butyl nitrite) combined with water as the nitro source and TEMPO [(2,2,6,6-tetramethyl-piperidin-1-yl)oxyl] as the initiator, and it represents a new example of oxidative alkyne difunctionalization via the formation of CN/CC bonds for the assembly of nitroalkene unit-containing spirocycles. [ABSTRACT FROM AUTHOR]
- Subjects :
- ORGANIC synthesis
AMIDES
ALKYNES
CHEMICAL bonds
BUTYL nitrite
Subjects
Details
- Language :
- English
- ISSN :
- 16154150
- Volume :
- 357
- Issue :
- 6
- Database :
- Complementary Index
- Journal :
- Advanced Synthesis & Catalysis
- Publication Type :
- Academic Journal
- Accession number :
- 101966439
- Full Text :
- https://doi.org/10.1002/adsc.201400895