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Amino Azaxylylenes Photogenerated from o-Amido Imines: Photoassisted Access to Complex Spiro-Poly-Heterocycles.
- Source :
- Angewandte Chemie International Edition; Sep2015, Vol. 54 Issue 39, p11516-11520, 5p
- Publication Year :
- 2015
-
Abstract
- Upon irradiation, cyclic imines containing o-amido groups are shown to produce reactive intermediates, amino azaxylylenes, which undergo intramolecular cycloadditions to tethered unsaturated pendants to yield complex N,O-heterocycles having an additional spiro-connected nitrogen heterocyclic moiety. Modular assembly of the photoprecursors allows expeditious increase of the complexity of the target poly-heterocyclic scaffolds with a minimal number of experimentally simple reaction steps. The photocyclization and subsequent postphotochemical transformations are accompanied by an increase of Lovering's fsp3 factor, thus producing unprecedented three-dimensional molecular architectures, and offering extended sampling of chemical space. [ABSTRACT FROM AUTHOR]
- Subjects :
- XYLYLENE
IMINES
HETEROCYCLIC compounds
FUNCTIONAL groups
PHOTOCYCLIZATION
Subjects
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 54
- Issue :
- 39
- Database :
- Complementary Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 109509902
- Full Text :
- https://doi.org/10.1002/anie.201504455